European Journal of Organic Chemistry 2017-10-09

One-Pot Synthesis of 2-(Aryl/Alkyl)amino-3-cyanobenzo[b]thiophenes and Their Hetero-Fused Analogues by Pd-Catalyzed Intramolecular Oxidative C–H Functionalization/Arylthiolation

Bonagiri Saraiah, Vibha Gautam, Anand Acharya, Mohamed A. Pasha, Ila Hiriyakkanavar

Index: 10.1002/ejoc.201700963

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Abstract

An efficient one-pot synthesis has been developed for substituted 2-(aryl/alkyl)amino-3-cyanobenzo[b]thiophenes and their hetero-fused analogues by using (hetero)arylacetonitriles and aryl/alkyl isothiocyanates in a PdII-catalyzed C–H functionalization/arylthiolation reaction. Some of the 2-arylamino-3-cyanobenzo[b]thiophenes were successfully converted into benzothieno[2,3-b]quinolones. DMSO = dimethyl sulfoxide; Tf = trifluoromethanesulfonyl; DCE = 1,2-dichloroethane.