Synthesis of 2-Acylbenzo[b]thiophenes via Cu-Catalyzed α-C-H Functionalization of 2-Halochalcones Using Xanthate
Subramani Sangeetha and Govindasamy Sekar*
*Department of chemistry, Indian Institute of Technology Madras, Chennai 600036, Tamil Nadu, India, Email: gsekariitm.ac.in
S. Sangeetha, G. Sekar, Org. Lett., 2017, 19, 1670-1673.
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α-C-H functionalization using Cu(OAc)2 as catalyst and xanthate as sulfur source enables an efficient synthesis of 2-acylbenzo[b]thiophenes from easily accessible 2-iodochalcones. Less reactive 2-bromochalcones also yielded the corresponding 2-acylbenzothiophenes in good yield. The reaction proceeds via in situ incorporation of sulfur followed by copper-catalyzed cyclization.
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