Kharaneko O. 2,5-Dihydro-1H-2 ,3-benzodiazepin-1-one and 5,7-dihydropyrro-lo[3,4-d] [1,2] diazepine-1 (2H)-ones. Synthesis, functionalization and heteroannelation.

The object of the study - functionally substituted and heteroannelated derivatives of 2,3-benzodiazepines, 5,7-dihydropyrrolo[3,4-d][1,2]diazepines. 2H-pirrolo[3,4-c]pyridine and 6H-pyrido[4,3-b]carbazole. The purpose of the research - a development of general methods for the syntheses of 2,3-benzodiazepines and pyrrolo[3,4-d][1,2]diazepines, study the reactions of their functionalization and heteroannelation. Methods of research - the methods of the organic syntheses, elements analysis, NMR, IR - spectroscopy.General approaches to the synthesis of functionally substituted and heteroannelated derivatives of 5H-2,3-benzodiazepine and 5,7-dihydropyrrolo[3,4-d][1,2]diazepines on the basis of 2,5-dihydro-1H-2,3benzodiazepin-1-one and 5,7-dihydropyrrolo[3,4-d][1, 2]diazepine-1(2H)-one were developed. Methods for preparation of 2,3-benzodiazepine-1-thione and 2,3-benzodiazepin-1-ylhydrazine on the basis of 2,3-benzodiazepine-1-one were first developed. Stability of seven-membered cycle in the basic and acidic media was studied. Reactions of 2,3-benzodiazepine-1-thione with various nucleophiles were found to proceed at sulfur atom. Universal method for the synthesis of the heterocyclic system - 7H-[1,2,4]triazolo[4,3-b][1,2]diazepine, 7H-tetrazolo[5,1-а][2,3]diazepine, 7,9- dihydropyrrolo[3,4-d][1,2,4]triazolo[4,3-b][1,2]diazepine, 7,9-dihydropyrrolo[3,4-d]tetrazolo[1,5-b][1,2]diazepine derivatives - was proposed. New method for the synthesis of pyrrolo[3,4-c]pyrylium salts was developed and their recyclization by ammonia and hydrazine was studied.The resulting derivatives of new heterocyclic systems are attractive objects for biological screening.