Synthesis and intramolecular cyclization of some derivatives of 3-[(2,3-dihydro-1Н-1,5-benzodiazepin-4-yl)methylidene]indolin-2-one

Abstract

Isatin and its 5-bromo derivative react with о-phenylenediamine and acetone in formic acid; products of this three-component condensation were isolated as perchlorates, from which for the first time bases were obtained, derivatives of 3-[(2,3-dihydro-1Н-1,5-benzodiazepin-4-yl)methylidene]indolin-2-one. The reduction of these derivatives with sodium cyanoborohydride is followed by intramolecular cyclization affording a bridged 2,3,4,5-tetrahydro-1,4-methano-1Н-1,5-benzodiazepine system.