Synthesis of 4-amino-3-cyano-2- methylsulfanyl-1H-[1,5]benzodiazepine, benzo[1,3]azole, and pyrazolobenzo[1,3]azole derivatives via a new utility of bis(methylsulfanyl)methylene derivatives

Novel polysubstituted 1,5-benzodiazepine 5, 2,2-bis(methylthio)benzoxazoles 8a-d, 2,2-bis(acetyl)benzoxazole 8e, 2-(3-methyl-]-phenylpyrazolo-4-yl)benzoazole derivatives 16a-c, as well as the previously reported 2-di[cyano(acetyl)-methylene]benzothiazoles 7a,b have been obtained via a new utility of ketene dithioacetals la,b and 12 with aniline derivatives 2. Rationales for the reactions pathways are presented. (C) 2004 Wiley Periodicals, Inc.