SYNTHESIS OF NOVEL NAPHTHOL[2,1-B]-1,4,5-OXADIAZEPINES OR THIADIAZEPINES AS POTENTIAL ANTIMICROBIAL AND ANTICANCER AGENTS

Two novel series of quinone derivatives have been synthesized. Thus, condensation of 2‐ethoxycarbonylmethylthio‐; 3‐ethoxycarbonylmethylthio‐2‐methyl‐ and 3‐ethoxycarbonylmethoxy‐2‐methyl derivatives of 1,4‐naphthoquinone with substituted phenylhydrazines afforded the corresponding hydrazones, while cyclization of the same quinones with the same substituted hydrazines in glacial acetic acid gave the corresponding naphtho[2,1‐b]‐1,4,5‐oxa‐ or thiadiazepine derivatives. The antimicrobial and anticancer activities of the synthesized compounds were studied. Copyright © 1990 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim