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‐1‐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 1a,b and 12 with aniline derivatives 2 . Rationales for the reactions pathways are presented. © 2004 Wiley Periodicals, Inc. Heteroatom Chem 15:407–412, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20031