Catalytic regioselective synthesis of structurally diverse indene derivatives from N-benzylic sulfonamides and disubstituted alkynes

…, FL Yang, YZ Jin, XT Ma, DJ Cheng, N Li, SK Tian

Index: Liu, Cong-Rong; Yang, Fu-Lai; Jin, Yi-Zhou; Ma, Xian-Tao; Cheng, Dao-Juan; Li, Nan; Tian, Shi-Kai Organic Letters, 2010 , vol. 12, # 17 p. 3832 - 3835

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Citation Number: 84

Abstract

An unprecedented protocol has been developed for the regioselective synthesis of structurally diverse indene derivatives from readily accessible N-benzylic sulfonamides and disubstituted alkynes through FeCl3-catalyzed cleavage of sp3 carbon− nitrogen bonds to generate benzyl cation intermediates. In the presence of 10 mol% of FeCl3, a broad range of N-benzylic sulfonamides smoothly react with internal alkynes, alkynylcarbonyl compounds ...