One-Pot Synthesis of 2-(Aryl/Alkyl)amino-3-cyanobenzobthiophenes and Their Hetero-Fused Analogues by Pd-Catalyzed Intramolecular Oxidative C�H Functionalization/Arylthiolation

Abstract

We have developed a high-yielding synthesis for substituted 2-(aryl/alkyl)amino-3-cyanobenzobthiophenes and their hetero-fused analogues by using a palladium-catalyzed intramolecular oxidative C�H functionalization/arylthiolation reaction of in situ generated N-(alkyl/aryl)thioamides, prepared from readily available (hetero)arylacetonitriles and alkyl/aryl isothiocyanates. This protocol was then extended to the synthesis of amino-substituted benzothieno2,3-bquinolines by employing a triflic acid mediated intramolecular cyclocondensation of the prepared 2-arylamino-3-cyanobenzobthiophenes. © 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinhei