Abstract

Abstract Reactions of tropone tosylhydrazone sodium salt with dimethyl and diethyl acetylenedicarboxylate gave dimethyl and diethyl 1H-1,2-benzodiazepin-3,4-dicarboxylate, respectively. The same reactions, but using ethyl acetylenecarboxylate and 3-butyn-2-one, afforded ethyl 1H-1,2-benzodiazepin-4-carboxylate and 4-acetyl-1H-1,2-benzodiazepine, respectively, accompanied by 8-azaheptafulvene derivatives derived from the sodium salt and the acetylene derivatives, and p-toluenesulfinic esters formed from p-toluenesulfinic acid and the acetylene derivatives. Reactions of the sodium salt with ethyl 2-butynoate gave the corresponding sulfinic ester but afforded no diazepine derivative.

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