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1-ARYL-4-(2-OXOALKYLSULFANYL)-2,3(5H)-BENZODIAZEPINES: SYNTHESIS AND THIOPHENE RING ANNULATION TO 1,2-DIAZEPINE CORE

Natalia M. Bohdan, Diana S. Stepanova, Serhii Yu. Suikov, Vadim Yu. Popov, Yuri V. Ishkov, Serhii L. Bohza
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Abstract


1-Aryl-2-[(1-aryl-5H-2,3-benzodiazepin-4-yl)sulfanyl]ethanones were obtained by the alkylation of 1-aryl-2,3-benzodiazepine-4(3H,5H)thiones with 1-aryl-2-bromoethanones. A reaction for the annulation of the thiophene core to the 1,2-diazepine ring as a result of intramolecular cyclization involving a 4-aroylmethylsulfanyl substituent and C(4)–C(5) bond of diazepine was developed. Derivatives of a new thieno[2,3-d][2,3]benzodiazepine heterocyclic system were synthesized.

Keywords


2,3-benzodiazepine; thione; alkylation; cyclization; NMR analysis; synthesis.

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