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Professor Makhlouf Haddadin

This guide commemorates Professor Makhlouf Haddadin, his life, achievements, and research contributions to the American University of Beirut and the scientific world.

Professor Makhlouf Haddadin's list of publications

Avila, B., El-Dakdouki, M. H., Nazer, M. Z., Harrison, J. G., Tantillo, D. J., Haddadin, M. J., & Kurth, M. J. (2012). Acid and base catalyzed Davis-Beirut reaction: Experimental and theoretical mechanistic studies and synthesis of novel 3-amino-2H-indazoles. Tetrahedron Letters, 53(48), 6475-6478. https://doi.org/10.1016/j.tetlet.2012.09.026

Avila, B., Solano, D. M., Haddadin, M. J., & Kurth, M. J. (2011). Facile syntheses of novel benzo-1,3-dioxolo-, benzothiazolo-, pyrido-, and quinolino-fused 5 h -benzo[ d ]-pyrazolo[5,1-b ][1,3]-oxazines and 1 h -pyrazoles. Organic Letters, 13(5), 1060-1063. https://doi.org/10.1021/ol103108z

Bagdasarian, A. L., Nguyen, H. H., Palazzo, T. A., Fettinger, J. C., Haddadin, M. J., & Kurth, M. J. (2016). One-pot synthesis of benzo[4,5]imidazo[2,1-a]isoquinolines and isoquinolino[3,4-b]quinoxalines via tandem cyclization strategies. Journal of Organic Chemistry, 81(9), 3924-3928. https://doi.org/10.1021/acs.joc.6b00338

Boger, D. L., Zhang, M., Haddadin, M. J., & Khatib, M. E. (2012). 3,6‐Diphenyl‐1,2,4,5‐tetrazine. In A. Charette, J. Bode, T. Rovis, & R. Shenvi (Eds.), Encyclopedia of reagents for organic synthesis. Wiley. https://doi.org/10.1002/047084289x.rd443.pub2

Coffman, K. C., Duong, V., Bagdasarian, A. L., Fettinger, J. C., Haddadin, M. J., & Kurth, M. J. (2014). Heterocycle-to-heterocycle route to quinoline-4-amines: Reductive heterocyclization of 3-(2-nitrophenyl)isoxazoles. European Journal of Organic Chemistry, 2014(34), 7651-7657. https://doi.org/10.1002/ejoc.201403065

Conrad, W. E., Fukazawa, R., Haddadin, M. J., & Kurth, M. J. (2011). The Davis-Beirut reaction: N 1, N 2-disubstituted-1 H-indazolones via 1,6-electrophilic addition to 3-alkoxy-2 H-indazoles. Organic Letters, 13(12), 3138-3141. https://doi.org/10.1021/ol2010424

Conrad, W. E., Rodriguez, K. X., Nguyen, H. H., Fettinger, J. C., Haddadin, M. J., & Kurth, M. J. (2012). A one-pot-three-step route to triazolotriazepinoindazolones from oxazolino-2H-indazoles. Organic Letters, 14(15), 3870-3873. https://doi.org/10.1021/ol3015804

Dhaibi, F. B. E., Youssef, A., Fettinger, J. C., Kurth, M. J., & Haddadin, M. J. (2022). Preparation of 3‑substituted isoindolin-1-one, cinnoline, and 1,2,4‑[e]‑benzotriazine derivatives. ACS Omega, 7(30), 26871-26880. https://doi.org/10.1021/acsomega.2c03045

Donald, M. B., Conrad, W. E., Oakdale, J. S., Butler, J. D., Haddadin, M. J., & Kurth, M. J. (2010). Nucleophilic substitution of oxazino-/oxazolino-/benzoxazin [3,2- b] indazoles: An effective route to 1 H-indazolones. Organic Letters, 12(11), 2524-2527. https://doi.org/10.1021/ol100751n

El-Khatib, M., Geara, F., Haddadin, M. J., & Gali-Muhtasib, H. (2010). Cell death by the quinoxaline dioxide DCQ in human colon cancer cells is enhanced under hypoxia and is independent of p53 and p21. Radiation Oncology, 5(1), 107. https://doi.org/10.1186/1748-717X-5-107

Farber, K. M., Haddadin, M. J., & Kurth, M. J. (2014). Davis-Beirut reaction: Route to thiazolo-, thiazino-, and thiazepino-2 h -indazoles. Journal of Organic Chemistry, 79(15), 6939-6945. https://doi.org/10.1021/jo501014e

Gali-Muhtasib, H. U., Diab-Assaf, M., & Haddadin, M. J. (2018). Retraction note to: Quinoxaline 1,4-dioxides induce G2/M cell cycle arrest and apoptosis in human colon cancer cells. Cancer Chemotherapy and Pharmacology, 81(3), 627-627. https://doi.org/10.1007/s00280-017-3515-2

Ghattass, K., El-Sitt, S., Zibara, K., Rayes, S., Haddadin, M. J., El-Sabban, M., & Gali-Muhtasib, H. (2014). The quinoxaline di-N-oxide DCQ blocks breast cancer metastasis in vitro and in vivo by targeting the hypoxia inducible factor-1 pathway. Molecular Cancer, 13(1), 12. https://doi.org/10.1186/1476-4598-13-12

Haddadin, M. J., Bou Zerdan, R., Kurth, M. J., & Fettinger, J. C. (2010). Efficient syntheses of the unknown quinolino [2,3- c]cinnolines; Synthesis of neocryptolepines. Organic Letters, 12(23), 5502-5505. https://doi.org/10.1021/ol102376a

Haddadin, M. J., Conrad, W. E., & Kurth, M. J. (2012). The Davis-Beirut reaction: A novel entry into 2h-indazoles and indazolones. Recent biological activity of indazoles. Mini-Reviews in Medicinal Chemistry, 12(12), 1293-1300. https://doi.org/10.2174/138955712802762059

Haddadin, M. J., El-Khatib, M., Shoker, T. A., Beavers, C. M., Olmstead, M. M., Fettinger, J. C., Farber, K. M., & Kurth, M. J. (2011). Correction to Quinoxalino[2,3-c]cinnolines and Their 5-N-Oxide: Alkoxylation of methyl-substituted quinoxalino[2,3-c]cinnolines to acetals and orthoesters. The Journal of Organic Chemistry, 76(24), 10350-10350. https://doi.org/10.1021/jo2023153

Haddadin, M. J., El-Khatib, M., Shoker, T. A., Beavers, C. M., Olmstead, M. M., Fettinger, J. C., Farber, K. M., & Kurth, M. J. (2011). Quinoxalino[2,3- c ]cinnolines and their 5- N -oxide: Alkoxylation of methyl-substituted quinoxalino[2,3- c ]cinnolines to acetals and orthoesters. Journal of Organic Chemistry, 76(20), 8421-8427. https://doi.org/10.1021/jo201687x

Haddadin, M. J., El-Nachef, C., Kisserwani, H., Chaaban, Y., Kurth, M. J., & Fettinger, J. C. (2010). 2-Benzyliden-2H-thieto[3,2-b]quinoline: A new heterocycle and its rearrangement to 2-phenylthieno[3,2-b]quinoline. Tetrahedron Letters, 51(51), 6687-6689. https://doi.org/10.1016/j.tetlet.2010.10.039

Haddadin, M. J., & Ghazvini Zadeh, E. H. (2010). A novel method for the synthesis of 3,5-disubstituted-(NH)-1,2,4-triazoles from 3,6-diaryl-1,2,4,5-tetrazines. Tetrahedron Letters, 51(13), 1654-1656. https://doi.org/10.1016/j.tetlet.2010.01.061

Haddadin, M. J., Zerdan, R. M. B., Kurth, M. J., & Fettinger, J. C. (2011). Efficient syntheses of the unknown quinolino[2,3-c]cinnolines: Synthesis of neocryptolepines. Organic Letters, 13(24), 6601-6601. https://doi.org/10.1021/ol2030185

Harakeh, S., Diab-Assef, M., El-Sabban, M., Haddadin, M. J., & Gali-Muhtasib, H. (2018). Retraction notice to Inhibition of proliferation and induction of apoptosis by 2-benzoyl-3-phenyl-6,7-dichloroquinoxaline 1,4-dioxide in adult T-cell leukemia cells. Chemico-Biological Interactions, 279, 243. https://doi.org/10.1016/j.cbi.2017.11.015

Kraemer, N., Li, C. J., Zhu, J. S., Larach, J. M., Tsui, K. Y., Tantillo, D. J., Haddadin, M. J., & Kurth, M. J. (2019). Davis-Beirut reaction: A photochemical brønsted acid catalyzed route to n-aryl 2 h-indazoles. Organic Letters, 21(15), 6058-6062. https://doi.org/10.1021/acs.orglett.9b02213

Monzer, A., Jabotian, N., Ballout, F., Zhu, J. S., Kurth, M. J., Haddadin, M. J., & Gali-Muhtasib, H. (2019). Novel 2-(5-imino-5 h-isoquinolones[3,4- b]quinoxalin-7-ylmethyl)-benzonitrile (diq3) and other related derivatives targeting colon cancer cells: Syntheses and in vitro models. ACS Omega, 4(2), 3205-3212. https://doi.org/10.1021/acsomega.8b02698

Mouawad, J., Saadeh, F., Tabosh, H. A., Haddadin, M. J., & Gali-Muhtasib, H. (2016). The photoprotective effects of 2-benzoyl-3-phenylquinoxaline 1,4-dioxide against UVB-induced damage in HaCaT cells. Medical Oncology, 33(8), 86. https://doi.org/10.1007/s12032-016-0802-4

Nguyen, H. H., Fettinger, J. C., Haddadin, M. J., & Kurth, M. J. (2015). Expedient one-pot synthesis of indolo[3,2-c]isoquinolines via a base-promoted N-Alkylation/tandem cyclization. Tetrahedron Letters, 56(40), 5429-5433. https://doi.org/10.1016/j.tetlet.2015.08.006

Palazzo, T. A., Patra, D., Yang, J. S., El Khoury, E., Appleton, M. G., Haddadin, M. J., Tantillo, D. J., & Kurth, M. J. (2015). Dibenzonaphthyridinones: Heterocycle-to-Heterocycle Synthetic Strategies and Photophysical Studies. Organic Letters, 17(23), 5732-5735. https://doi.org/10.1021/acs.orglett.5b02680

Patra, D., Malaeb, N. N., Haddadin, M. J., & Kurth, M. J. (2012). Influence of substituent and solvent on the radiative process of singlet excited states of novel cyclic azacyanine derivatives. Journal of Fluorescence, 22(2), 707-717. https://doi.org/10.1007/s10895-011-1006-0

Patra, D., Palazzo, T. A., Malaeb, N. N., Haddadin, M. J., Tantillo, D. J., & Kurth, M. J. (2014). Cyclic azacyanines: Experimental and computational studies on spectroscopic properties and unique reactivity. Journal of Fluorescence, 24(4), 1285-1296. https://doi.org/10.1007/s10895-014-1413-0

Roth, A., Ott, S., Farber, K. M., Palazzo, T. A., Conrad, W. E., Haddadin, M. J., Tantillo, D. J., Cross, C. E., Eiserich, J. P., & Kurth, M. J. (2014). Inhibition of myeloperoxidase: Evaluation of 2H-indazoles and 1H-indazolones. Bioorganic and Medicinal Chemistry, 22(22), 6422-6429. https://doi.org/10.1016/j.bmc.2014.09.044

Shoker, T. A., Ghattass, K. I., Fettinger, J. C., Kurth, M. J., & Haddadin, M. J. (2012). Unusual friedlander reactions: A route to novel quinoxaline-based heterocycles. Organic Letters, 14(14), 3704-3707. https://doi.org/10.1021/ol301550e

Solano, D. M., Butler, J. D., Haddadin, M. J., & Kurth, M. J. (2010). One-pot synthesis of 5 h -indazolo-[3,2- b ]benzo[ d ]-1,3-oxazine: Two efficient preparative methods. In Organic Syntheses (pp. 339-349). Wiley.  https://doi.org/10.1002/0471264229.os087.36

Son, J. H., Cheung, A., Zhu, J. S., Haddadin, M. J., & Kurth, M. J. (2021). Davis–Beirut reaction inspired nitroso Diels–Alder reaction. Tetrahedron Letters, 69, 152951. https://doi.org/10.1016/j.tetlet.2021.152951

Ye, L., Haddadin, M. J., Lodewyk, M. W., Ferreira, A. J., Fettinger, J. C., Tantillo, D. J., & Kurth, M. J. (2010). Cyclopenta[b]pyrroles from triazines: synthetic and mechanistic studies. Organic Letters, 12(1), 164-167. https://doi.org/10.1021/ol902559u

Zhu, J. S., Duong, M. R., Teuthorn, A. P., Lu, J. Y., Son, J. H., Haddadin, M. J., & Kurth, M. J. (2018). Davis-Beirut reaction: Alkoxide versus hydroxide addition to the key o-nitrosoimine intermediate. Organic Letters, 20(5), 1308-1311. https://doi.org/10.1021/acs.orglett.8b00036

Zhu, J. S., Haddadin, M. J., & Kurth, M. J. (2019). Davis-Beirut reaction: Diverse chemistries of highly reactive nitroso intermediates in heterocycle synthesis. Accounts of Chemical Research, 52(8), 2256-2265. https://doi.org/10.1021/acs.accounts.9b00220

Zhu, J. S., Kraemer, N., Li, C. J., Haddadin, M. J., & Kurth, M. J. (2018). Photochemical preparation of 1,2-dihydro-3 h-indazol-3-ones in aqueous solvent at room temperature. Journal of Organic Chemistry, 83(24), 15493-15498. https://doi.org/10.1021/acs.joc.8b02356

Zhu, J. S., Kraemer, N., Shatskikh, M. E., Li, C. J., Son, J. H., Haddadin, M. J., Tantillo, D. J., & Kurth, M. J. (2018). N-N bond formation between primary amines and nitrosos: Direct synthesis of 2-substituted indazolones with mechanistic insights. Organic Letters, 20(16), 4736-4739. https://doi.org/10.1021/acs.orglett.8b01655

Zhu, J. S., Larach, J. M., Tombari, R. J., Gingrich, P. W., Bode, S. R., Tuck, J. R., Warren, H. T., Son, J. H., Duim, W. C., Fettinger, J. C., Haddadin, M. J., Tantillo, D. J., Kurth, M. J., & Olson, D. E. (2019). A redox isomerization strategy for accessing modular azobenzene photoswitches with near quantitative bidirectional photoconversion. Organic Letters, 21(21), 8765-8770. https://doi.org/10.1021/acs.orglett.9b03387

Zhu, J. S., Li, C. J., Tsui, K. Y., Kraemer, N., Son, J. H., Haddadin, M. J., Tantillo, D. J., & Kurth, M. J. (2019). Accessing multiple classes of 2 h-indazoles: mechanistic implications for the Cadogan and Davis-Beirut reactions. Journal of the American Chemical Society, 141(15), 6247-6253. https://doi.org/10.1021/jacs.8b13481

Zhu, J. S., Son, J. H., Teuthorn, A. P., Haddadin, M. J., Kurth, M. J., & Tantillo, D. J. (2017). Diverting reactive intermediates toward unusual chemistry: unexpected anthranil products from Davis-Beirut reaction. Journal of Organic Chemistry, 82(20), 10875-10882. https://doi.org/10.1021/acs.joc.7b01521

Zhu, J. S., Son, J.-H., Teuthorn, A. P., Haddadin, M. J., Kurth, M. J., & Tantillo, D. J. (2017). Correction to “Diverting reactive intermediates toward unusual chemistry: unexpected anthranil products from Davis–Beirut reaction”. The Journal of Organic Chemistry, 82(23), 12946-12946. https://doi.org/10.1021/acs.joc.7b02695

Butler, J. D., Solano, D. M., Robins, L. I., Haddadin, M. J., & Kurth, M. J. (2008). A facile synthesis of new 5H-indazolo[3,2-b]benzo[d]-1,3-oxazines via one-pot intramolecular bis-heterocyclizations. Journal of Organic Chemistry, 73(1), 234-240. https://doi.org/10.1021/jo702067z

Diab-Assef, M., Haddadin, M. J., Yared, P., Assaad, C., & Gali-Muhtasib, H. U. (2002). Quinoxaline 1,4-dioxides: Hypoxia-selective therapeutic agents. Molecular Carcinogenesis, 33(4), 198-205. https://doi.org/10.1002/mc.10036

Fieser, L. F., & Haddadin, M. J. (2003). 1,2,3,4‐tetraphenylnaphthalene. In Organic Syntheses (pp. 107-107). Wiley. https://doi.org/10.1002/0471264180.os046.32

Galietta, L. J. V., Springsteel, M. F., Eda, M., Niedzinski, E. J., By, K., Haddadin, M. J., Kurth, M. J., Nantz, M. H., & Verkman, A. S. (2001). Novel CFTR chloride channel activators identified by screening of combinatorial libraries based on flavone and benzoquinolizinium lead compounds. Journal of Biological Chemistry, 276(23), 19723-19728. https://doi.org/10.1074/jbc.M101892200

Gali-Muhtasib, H., Sidani, M., Geara, F., Mona, A. D., Al-Hmaira, J., Haddadin, M. J., & Zaatari, G. (2004). Quinoxaline 1,4-dioxides are novel angiogenesis inhibitors that potentiate antitumor effects of ionizing radiation. International Journal of Oncology, 24(5), 1121-1131. https://doi.org/10.3892/ijo.24.5.1121

Gali-Muhtasib, H. U., Diab-Assef, M., & Haddadin, M. J. (2002). Hypoxic cells in tumors as a target for cancer therapy. Journal Medical Libanais, 50(4), 175-179.

Gali-Muhtasib, H. U., Haddadin, M. J., Rahhal, D. N., & Younes, I. H. (2001). Quinoxaline 1,4-dioxides as anticancer and hypoxia-selective drugs. Oncology Reports, 8(3), 679-684. https://doi.org/10.3892/or.8.3.679

Haddadin, M. J., Kurth, M. J., & Olmstead, M. M. (2000). One-step synthesis of new heterocyclic azacyanines. Tetrahedron Letters, 41(30), 5613-5616. https://doi.org/10.1016/S0040-4039(00)00908-4

Haddadin, M. J., & Nachef, C. J. (2008). 1,2-Dioxepanes, 1,2-oxathiepanes, and 1,2-dithiepanes. In A. R. Katritzky, C. A. Ramsden, E. F. V. Scriven, & R. J. K. Taylor (Eds.), Comprehensive heterocyclic chemistry III (pp. 299-319). Elsevier Ltd.

Haddadin, M. J., & Nazer, M. Z. (2000). A tetracycloundecane derivative of pyrrolidino-benzoxazinone. Heterocycles, 53(10), 2221-2224. https://doi.org/10.3987/com-00-8961

Harakeh, S., Diab-Assef, M., El-Sabban, M., Haddadin, M., & Gali-Muhtasib, H. (2004). Inhibition of proliferation and induction of apoptosis by 2-benzoyl-3-phenyl-6,7-dichloroquinoxaline 1,4-dioxide in adult T-cell leukemia cells. Chemico-Biological Interactions, 148(3), 101-113. https://doi.org/10.1016/j.cbi.2004.05.002

Haykal, J., Fernainy, P., Itani, W., Haddadin, M., Geara, F., Smith, C., & Gali-Muhtasib, H. (2008). Radiosensitization of EMT6 mammary carcinoma cells by 2-benzoyl-3-phenyl-6,7-dichloroquinoxaline 1,4-dioxide. Radiotherapy and Oncology, 86(3), 412-418. https://doi.org/10.1016/j.radonc.2007.10.013

Haykal, J., Geara, F., Haddadin, M. J., Smith, C. A., & Gali-Muhtasib, H. (2009). The radiosensitizer 2-benzoyl-3-phenyl-6,7-dichloroquinoxaline 1,4-dioxide induces DNA damage in EMT-6 mammary carcinoma cells. Radiation Oncology, 4, 25. https://doi.org/10.1186/1748-717X-4-25

Huang, K. S., Haddadin, M. J., & Kurth, M. J. (2002). Imidazopyridinium and pyridopyrimidium bromides: Synthesis and hydrolysis. Journal of Organic Chemistry, 67(7), 2382-2385. https://doi.org/10.1021/jo016387l

Huang, K. S., Haddadin, M. J., Olmstead, M. M., & Kurth, M. J. (2001). Synthesis and reactions of some heterocyclic azacyanines. Journal of Organic Chemistry, 66(4), 1310-1315. https://doi.org/10.1021/jo001484k

Itani, W., Geara, F., Haykal, J., Haddadin, M., & Gali-Muhtasib, H. (2007). Radiosensitization by 2-benzoyl-3-phenyl-6,7-dichloroquinoxaline 1,4-dioxide under oxia and hypoxia in human colon cancer cells. Radiation Oncology, 2(1), 1. https://doi.org/10.1186/1748-717X-2-1

Kurth, M. J., Olmstead, M. M., & Haddadin, M. J. (2005). Claimed 2,1-benzisoxazoles are indazalones. Journal of Organic Chemistry, 70(3), 1060-1062. https://doi.org/10.1021/jo048153i

Mills, A. D., Maloney, P., Hassanein, E., Haddadin, M. J., & Kurth, M. J. (2007). Synthesis of a library of 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides. Journal of Combinatorial Chemistry, 9(1), 171-177. https://doi.org/10.1021/cc060109o

Mills, A. D., Nazer, M. Z., Haddadin, M. J., & Kurth, M. J. (2006). N,N-bond-forming heterocyclization: Synthesis of 3-alkoxy-2H-indazoles. Journal of Organic Chemistry, 71(7), 2687-2689. https://doi.org/10.1021/jo0524831

Oakdale, J. S., Solano, D. M., Fettinger, J. C., Haddadln, M. J., & Kurth, M. J. (2009). An oxazolo[3,2-b]indazole route to 1H-lndazolones. Organic Letters, 11(13), 2760-2763. https://doi.org/10.1021/ol900891s

Renno, R. Z., Terada, Y., Haddadin, M. J., Michaud, N. A., Gragoudas, E. S., & Miller, J. W. (2004). Selective photodynamic therapy by targeted verteporfin delivery to experimental choroidal neovascularization mediated by a homing peptide to vascular endothelial growth factor receptor-2. Archives of Ophthalmology, 122(7), 1002-1011. https://doi.org/10.1001/archopht.122.7.1002

Robins, L. I., Carpenter, R. D., Fettinger, J. C., Haddadin, M. J., Tinti, D. S., & Kurth, M. J. (2006). Diazocinones: Synthesis and conformational analysis. Journal of Organic Chemistry, 71(6), 2480-2485. https://doi.org/10.1021/jo052577a

Sammelson, R. E., Olmstead, M. M., Haddadin, M. J., & Kurth, M. J. (2000). 1,2,4,5-Tetrazines as oxidant and reactant with DBU: An unexpected formation of a novel fused tetraheterocyclic azepine. Journal of Organic Chemistry, 65(26), 9265-9267. https://doi.org/10.1021/jo001363k

Suen, Y. F., Hope, H., Nantz, M. H., Haddadin, M. J., & Kurth, M. J. (2005). A novel route to fully substituted 1H-pyrazoles. Journal of Organic Chemistry, 70(21), 8468-8471. https://doi.org/10.1021/jo051319a

Suen, Y. F., Hope, H., Nantz, M. H., Haddadin, M. J., & Kurth, M. J. (2006). Transannular anti-Michael addition: formation of 4H-pyrazolo[5,1-c]thiazines. Tetrahedron Letters, 47(45), 7893-7896. https://doi.org/10.1016/j.tetlet.2006.09.015

Gali-Muhtasib, H. U., Haddadin, M. J., Nazer, M. Z., Sodir, N. M., & Maalouf, S. W. (1998). Photoprotective effects of some quinoxaline 1,4-dioxides in hairless mice. Medical Oncology, 15(4), 262-269. https://doi.org/10.1007/BF02787210

Haddadin, M. J., & Issidorides, C. H. (1993). The Beirut reaction. Heterocycles, 35(2), 1503-1525. https://doi.org/10.3987/rev-92-sr(t)8

Haddadin, M. J., Samaha, M. S., & Hajj-Ubayd, A. B. (1992). Preparation of some naphtho[2,3-f]isoindoles. Heterocycles, 33(2), 541-544. https://doi.org/10.3987/com-91-s95

Haddadin, M. J., Wang, Y., Frenkel, S., Bott, S. G., Yang, L., Braterman, P. S., Carvallo, C., Marchand, A. P., Watson, W. H., Kashyap, R. P., Krawiec, M., & Bourne, S. A. (1994). Synthesis of novel heterocyclic clefts derived from tetracyclo[6.3.0.04,11.05,9]undecane-3,6-dione and tricyclo-[6.3.0.02,6]undecane-3,11-dione. Heterocycles, 37(2), 869-882. https://doi.org/10.3987/com-93-s76

Boldt, M., Gaudiano, G., Haddadin, M. J., & Koch, T. H. (1988). Formation and autocatalytic destruction of the quinone methide from reductive cleavage of menogaril. Journal of the American Chemical Society, 110(10), 3330-3332. https://doi.org/10.1021/ja00218a070

Boldt, M., Gaudiano, G., Haddadin, M. J., & Koch, T. H. (1989). Formation and reaction of the quinone methide from reductive cleavage of the antitumor drug menogaril. Journal of the American Chemical Society, 111(6), 2283-2292. https://doi.org/10.1021/ja00188a050

Demirdji, S. H., Haddadin, M. J., & Issidorides, C. H. (1983). Deoxygenation of quinoxaline and phenazine N‐oxides by catalytic transfer reduction and by iodide in the presence of pyridine/sulfur trioxide complex. Journal of Heterocyclic Chemistry, 20(6), 1735-1737. https://doi.org/10.1002/jhet.5570200661

Demirdji, S. H., Haddadin, M. J., & Issidorides, C. H. (1985). Facile synthesis of furans from 2‐ene‐1,4‐diones by diphosphorus tetraiodide. Journal of Heterocyclic Chemistry, 22(2), 495-496. https://doi.org/10.1002/jhet.5570220257

Freeman, J. P., & Haddadin, M. J. (1980). Cycloaddition reaction of dimethyl acetylenedicarboxylate with 2,4,5-triphenyl-3H-pyrrol-3-one 1-oxide. Journal of Organic Chemistry, 45(24), 4898-4902. https://doi.org/10.1021/jo01312a016

Freeman, J. P., Haddadin, M. J., Rastetter, W. H., & Chancellor, T. (1982). Hydration of the 2-monoanil of 1,3-diphenylpropane-1,2,3-trione. Revised structure of the hydration product. Tetrahedron Letters, 23(8), 815-816. https://doi.org/10.1016/S0040-4039(00)86956-7

Gaudiano, G., Egholm, M., Haddadin, M. J., & Koch, T. H. (1989). Trapping of the quinone methide from reductive ceavage of menogaril with the nitrogen nucleophile imidazole. Journal of Organic Chemistry, 54(21), 5090-5093. https://doi.org/10.1021/jo00282a024

Haddadin, M. J., & A. Hawi, A. (1980). Photolysis of some quinoxalin-2-one 4-oxides. Heterocycles, 14(4), 457-460. https://doi.org/10.3987/r-1980-04-0457

Haddadin, M. J., & Adnan Atfah, M. (1981). Synthesis of some pyrrolo[3,4-b]quinoxaline 4,9-dioxides. Heterocycles, 16(2), 251-256. https://doi.org/10.3987/r-1981-02-0251

Haddadin, M. J., Agha, B. J., & Salka, M. S. (1984). A simple method for the synthesis of some 1,2-diazocines. Tetrahedron Letters, 25(24), 2577-2580. https://doi.org/10.1016/S0040-4039(01)81235-1

Haddadin, M. J., Alexanian, V., H. Issidorides, C., & Z. Nazer, M. (1981). A Note on the oxidative capacity of benzofurazan oxide. Heterocycles, 16(3), 391-398. https://doi.org/10.3987/r-1981-03-0391

Haddadin, M. J., Amalu, S. J., & Freeman, J. P. (1984). Self-condensation of 3H-pyrrol-3-one 1-oxides. Journal of Organic Chemistry, 49(15), 2824-2826. https://doi.org/10.1021/jo00189a041

Haddadin, M. J., & Atfah, M. A. (1982). Some addition reactions of 2-substituted quinoxaline 1,4-dioxides. Journal of Organic Chemistry, 47(9), 1772-1774. https://doi.org/10.1021/jo00348a038

Haddadin, M. J., & Freeman, J. P. (1985). Oxaziridines. In A. Hassner (Ed.), Chemistry of heterocyclic compounds: Small ring hterocycles, part 3: Oxiranes, arene oxides, oxaziridines, dioxetanes, thietanes, thietes, thiazetes, and others, volume 42 (pp. 283-350). Wiley. https://doi.org/10.1002/9780470187203.ch3

Haddadin, M. J., Kattan, A. M., & Freeman, J. P. (1982). Novel synthesis of the mesoionic system 1,3-oxazolium-4-olate. Journal of Organic Chemistry, 47(4), 723-725. https://doi.org/10.1021/jo00343a024

Haddadin, M. J., Kattan, A. M. A., & Issidorides, C. H. (1985). Oxidative elimination of nitrous acid from nitrate esters. Preparation of mecadox. Journal of Organic Chemistry, 50(1), 129-130. https://doi.org/10.1021/jo00201a028

Haddadin, M. J., & Murad, H. H. N. (1980). Reaction of diphenylketene with 1-methylbenzimidazole. A reinvestigation. Journal of Organic Chemistry, 45(12), 2518-2519. https://doi.org/10.1021/jo01300a056

Haddadin, M. J., & T. Tannus, H. (1984). Preparation of some stable and transient 1,3-oxazolium-4-olates. Heterocycles, 22(4), 773. https://doi.org/10.3987/r-1984-04-0773

Haddadin, M. J., & Tannus, H. T. (1984). Preparation of some stable and transient 1,3-oxazolium-4-olates. Heterocycles, 22(4), 773-778.

Haddadin, M. J., & Tanous, H. (1984). Synthesis and reactions of some 1,3-oxazolium-4-olate. Heterocycles, 21(2), 452. https://doi.org/10.3987/s-1984-02-0452

Usta, J. A., Haddadin, M. J., Issidorides, C. H., & Jarrar, A. A. (1981). Preparation of some functionalized quinoxaline 1,4‐dioxides. Journal of Heterocyclic Chemistry, 18(4), 655-658. https://doi.org/10.1002/jhet.5570180401

El-Haj, M. J. A., Dominy, B. W., Johnston, J. D., Haddadin, M. J., & Issidorides, C. H. (1972). A new route to phenazine 5,10-dioxides and related compounds. Journal of Organic Chemistry, 37(4), 589-593. https://doi.org/10.1021/jo00969a015

Freeman, J. P., & Haddadin, M. J. (1979). The structure of 2,3,5-trisubstituted 2-pyrrolin-4-ones. Tetrahedron Letters, 20(50), 4813-4816. https://doi.org/10.1016/S0040-4039(01)86719-8

Freeman, J. P., Haddadin, M. J., & Hansen, J. F. (1979). Some reactions of enamine adducts of 3,4-diazacyclopentadienone 3,4-dioxides. Journal of Organic Chemistry, 44(26), 4978-4979. https://doi.org/10.1021/jo00394a053

Haddadin, M. J. (1978). Isobenzofuran. Heterocycles, 9(7), 865-901. https://doi.org/10.3987/r-1978-07-0865

Haddadin, M. J., Agha, B. J., & Tabri, R. F. (1979). Syntheses of some furans and naphtho[2, 3-c] derivatives of furan, pyrrole, and thiophene. Journal of Organic Chemistry, 44(4), 494-497. https://doi.org/10.1021/jo01318a004

Haddadin, M. J., Agopian, G., & Issidorides, C. H. (1971). Synthesis and photolysis of some substituted quinoxaline di-N-oxides. Journal of Organic Chemistry, 36(4), 514-518. https://doi.org/10.1021/jo00803a005

Haddadin, M. J., Alkaysi, H. N., & Saheb, S. E. (1970). Reduction of quinoxaline-di-N-oxides with sodium borohydride. Tetrahedron, 26(4), 1115-1122. https://doi.org/10.1016/S0040-4020(01)98789-7

Haddadin, M. J., Bitar, H. E., & Issidorides, C. H. (1979). Synthesis and Some Reactions of o-Nitrosoaniline. Heterocycles, 12(3), 323-327. https://doi.org/10.3987/r-1979-03-0323

Haddadin, M. J., & Chelhot, N. C. (1973). A simple route to isoindoles and related heterocycles. Tetrahedron Letters, 14(52), 5185-5186. https://doi.org/10.1016/S0040-4039(01)87658-9

Haddadin, M. J., Chelhot, N. C., & Pieridou, M. (1974). Syntheses of some derivatives of pyrrolo- and thieno[2,3-c]quinoxaline and -quinoline. Journal of Organic Chemistry, 39(22), 3278-3281. https://doi.org/10.1021/jo00936a025

Haddadin, M. J., Firsan, S. J., & Nader, B. S. (1979). Simple method for the synthesis of some pyridazines. Journal of Organic Chemistry, 44(4), 629-630. https://doi.org/10.1021/jo01318a032

Haddadin, M. J., & Hassner, A. (1973). Cycloaddition of diphenylketene to some C=N heterocycles. structural assignment and reactions of adducts. Journal of Organic Chemistry, 38(15), 2650-2652. https://doi.org/10.1021/jo00955a016

Haddadin, M. J., Hawi, A. A., & Nazer, M. Z. (1978). Photolysis of some 1-hydroxybenzimidazole-3-oxides. Tetrahedron Letters, 19(46), 4581-4582. https://doi.org/10.1016/S0040-4039(01)95285-2

Haddadin, M. J., Higuchi, T., & Stella, V. (1975). Acylation of phenol by cyclic and acyclic anhydrides in anhydrous acetic acid. Journal of Pharmaceutical Sciences, 64(11), 1766-1770. https://doi.org/10.1002/jps.2600641106

Haddadin, M. J., Higuchi, T., & Stella, V. (1975). Solvolytic reactions of cyclic anhydrides in anhydrous acetic acid. Journal of Pharmaceutical Sciences, 64(11), 1759-1765. https://doi.org/10.1002/jps.2600641105

Haddadin, M. J., & Jarrar, A. A. (1971). Conformation of 1,3-diacyl and 1,3-diaroylbenzimidazolones. Tetrahedron Letters, 12(20), 1651-1652. https://doi.org/10.1016/S0040-4039(01)87425-6

Haddadin, M. J., Jarrar, A. A., & Halawi, S. S. (1976). Photolysis of some quinoxaline-1,4-dioxides. A method of structural assignment. Heterocycles, 4(6), 1077-1082. https://doi.org/10.3987/r-1976-06-1077

Haddadin, M. J., Taha, M. U., Jarrar, A. A., & Issidorides, C. H. (1976). Reaction of benzofurazan oxide with unsymmetrical 1,3-diketones; steric and polar effects. Tetrahedron, 32(6), 719-724. https://doi.org/10.1016/S0040-4020(01)93796-2

Haddadin, M. J., Yavrouian, A., & Issidorides, C. H. (1970). 1,3-diphenylquinoxalino [2,3-C] furan: A stable reactive diene. Tetrahedron Letters, 11(17), 1409-1410. https://doi.org/10.1016/S0040-4039(01)97982-1

Haddadin, M. J., Zahr, G. E., Rawdah, T. N., Chelhot, N. C., & Issidorides, C. H. (1974). Deoxygenation of quinoxaline N-oxides and related compounds. Tetrahedron, 30(5), 659-666. https://doi.org/10.1016/S0040-4020(01)97061-9

Haddadin, M. J., Zamet, J. J., & Issidorides, C. H. (1972). The reaction of benzofuroxans with benzofuranones. Tetrahedron Letters, 13(35), 3653-3654. https://doi.org/10.1016/S0040-4039(01)94126-7

Hassner, A., & Haddadin, M. J. (1973). Thermal and photochemical reactions of some bicyclic aziridine enol ethers. Journal of Organic Chemistry, 38(20), 3466-3471. https://doi.org/10.1021/jo00960a005

Hassner, A., Haddadin, M. J., & Levy, A. B. (1973). Steric effects in the regiospecificity of the cycloaddition of enamines and imines to diphenylketene. Tetrahedron Letters, 14(13), 1015-1018. https://doi.org/10.1016/S0040-4039(01)95891-5

Hassner, A., Miller, A. S., & Haddadin, M. J. (1972). The cycloaddition of 1-azirines with ketenes. Tetrahedron Letters, 13(14), 1353-1356. https://doi.org/10.1016/S0040-4039(01)84625-6

Hassner, A., Miller, A. S., & Haddadin, M. J. (1972). The Cycloaddition of Vinyl Azides to Ketenes. Journal of Organic Chemistry, 37(17), 2682-2685. https://doi.org/10.1021/jo00982a011

Issidorides, C. H., Atfah, M. A., Sabounji, J. J., Sidani, A. R., & Haddadin, M. J. (1978). Application of 1,2-diketones in the synthesis of phenazine oxides. Tetrahedron, 34(2), 217-221. https://doi.org/10.1016/S0040-4020(01)93608-7

Issidorides, C. H., & Haddadin, M. J. (1976). Application of benzofurazan oxide to the synthesis of heteroaromatic N-oxides. Heterocycles, 4(4), 767. https://doi.org/10.3987/r-1976-04-0767

Issidorides, C. H., Nazer, M. Z., Haddadin, M. J., & Petridou, J. P. (1977). Preparation and Some Reactions of o-Nitrosoaniline. Heterocycles, 6(5), 541-545. https://doi.org/10.3987/r-1977-05-0541

Mufarrij, N. A., Haddadin, M. J., Issidorides, C. H., McFarland, J. W., & Johnston, J. D. (1972). The reactions of benzofurazan 1-oxides with enamines. Journal of the Chemical Society, Perkin Transactions 1, 965-967. https://doi.org/10.1039/P19720000965

Nazer, M. Z., Issidorides, C. H., & Haddadin, M. J. (1979). Reactions of benzofurazan oxide with amines-I. Reduction with diethylamine. Tetrahedron, 35(5), 681-685. https://doi.org/10.1016/0040-4020(79)87016-7

Saheb, S. E., & Haddadin, M. J. (1971). A stable, biologically active indoxyl. Journal of Medicinal Chemistry, 14(5), 445-446. https://doi.org/10.1021/jm00287a017

Zamet, J. J., Haddadin, M. J., & Issidorides, C. H. (1974). Reaction of benzofurazan oxides with benzofuran-3(2H)-ones, and a new synthesis of benzofuro[2,3-b]quinoxalines. Journal of the Chemical Society, Perkin Transactions 1, 1687-1691. https://doi.org/10.1039/p19740001687

Fieser, L. F., & Haddadin, M. J. (1964). Isobenzofuran, a Transient Intermediate. Journal of the American Chemical Society, 86(10), 2081-2082. https://doi.org/10.1021/ja01064a044

Fieser, L. F., & Haddadin, M. J. (1964). Oxidative decarboxylation. Journal of the American Chemical Society, 86(12), 2392-2395. https://doi.org/10.1021/ja01066a020

Fieser, L. F., & Haddadin, M. J. (1965). Isobenzofurane, a transient intermediate. Canadian Journal of Chemistry, 43(5), 1599-1606. https://doi.org/10.1139/v65-211

Haddadin, M. J., & Isoidorides, C. H. (1968). Quinoxaline mono-N-oxide derivatives. a facile elimination. Tetrahedron Letters, 9(44), 4609-4612. https://doi.org/10.1016/S0040-4039(00)72891-7

Haddadin, M. J., & Issidorides, C. H. (1960). Unsaturated bile acid derivatives. I. Some transformation products from hyodesoxycholic acid. Journal of Organic Chemistry, 25(3), 403-404. https://doi.org/10.1021/jo01073a025

Haddadin, M. J., & Issidorides, C. H. (1965). Enamines with isobenzofuroxan: a novel synthesis of quinoxaline-di-N-oxides. Tetrahedron Letters, 6(36), 3253-3256. https://doi.org/10.1016/S0040-4039(01)89222-4

Haddadin, M. J., & Issidorides, C. H. (1967). Photolysis of a quinoxaline-di-N-oxide. Tetrahedron Letters, 8(8), 753-756. https://doi.org/10.1016/S0040-4039(00)90589-6

Haddadin, M. J., & Salameh, A. S. (1968). Reactions of 1,2,3,4-tetrahydrophenazine Di-N-oxide with acetic anhydride. Journal of Organic Chemistry, 33(5), 2127-2130. https://doi.org/10.1021/jo01269a100

Hassner, A., & Haddadin, M. J. (1962). A novel synthesis of steroidal indoxyls and indoles. Tetrahedron Letters, 3(21), 975-977. https://doi.org/10.1016/S0040-4039(00)70577-6

Hassner, A., & Haddadin, M. J. (1962). Synthesis of quinolino steroids. Journal of Organic Chemistry, 27(5), 1911-1914. https://doi.org/10.1021/jo01052a524

Hassner, A., & Haddadin, M. J. (1963). 2,2′-diindoxyls. Journal of Organic Chemistry, 28(1), 224-225. https://doi.org/10.1021/jo01036a508

Hassner, A., Haddadin, M. J., & Catsoulacos, P. (1966). Steroidal indoxyls, indoles, and quinolines. Journal of Organic Chemistry, 31(5), 1363-1369. https://doi.org/10.1021/jo01343a013

Issidorides, C. H., & Haddadin, M. J. (1966). Benzofurazan oxide. II. Reactions with enolate anions. Journal of Organic Chemistry, 31(12), 4067-4068. https://doi.org/10.1021/jo01350a043