Organic letters

A Copper-Catalyzed Synthesis of 3-Aroylindoles via a sp3 C–H Bond Activation Followed by C–C and C–O Bond Formation

A Gogoi, S Guin, SK Rout, BK Patel

Index: Rout, Saroj Kumar; Guin, Srimanta; Ghara, Krishna Kanta; Banerjee, Arghya; Patel, Bhisma K. Organic Letters, 2012 , vol. 14, # 15 p. 3982 - 3985

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Citation Number: 59

Abstract

An efficient Cu (I)-catalyzed synthesis of 3-aroylindoles has been achieved from o- alkynylated N, N-dimethylamines via a sp3 C–H bond activation α to the nitrogen atom followed by an intramolecular nucleophilic attack with the alkyne using an aqueous solution of tert-butyl hydroperoxide (TBHP) as the oxidant. In this tandem catalytic synthesis of 3- aroylindoles both C–C and C–O bonds are installed at the expense of two sp3 C–H bond ...