Copper-Catalyzed Thiolation Annulations of 1,4-Dihalides with Sulfides Leading to 2-Trifluoromethyl Benzothiophenes and Benzothiazoles

• DOI: 10.1021/jo101675f
• Publication Date: 2010-09-17T20:36:14Z
• Authors: Chun-Lin Li; Xing-Guo Zhang; Ri-Yuan Tang; Ping Zhong; Jin-Heng Li
• Keywords: Annulation; Trifluoromethylation

Copper-catalyzed double thiolation reaction of 1,4-dihalides with sulfides has been developed for selectively synthesizing 2-trifluoromethyl benzothiophenes and benzothiazoles. In the presence CuI, a variety 2-halo-1-(2-haloaryl)-3,3,3-trifluoropropylenes smoothly underwent annulation Na2S to afford in moderate good yields. Moreover, conditions are compatible N-(2-haloaryl)trifluoroacetimidoyl chlorides NaHS K3PO4, leading