Metal-free oxidative C–C bond formation of active methylenic sp 3 C–H bonds with benzylic sp 3 C–H and allylic sp 3 C–H bonds mediated by DDQ

D Ramesh, U Ramulu, S Rajaram, P Prabhakar…

Index: Ramesh; Ramulu; Rajaram; Prabhakar; Venkateswarlu Tetrahedron Letters, 2010 , vol. 51, # 37 p. 4898 - 4903

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Citation Number: 26

Abstract

An efficient and simple method for the oxidative coupling of benzylic and allylic sp3 C–H bonds with active methylenic sp3 C–H bonds under metal-free conditions was developed by employing 2, 3-dichloro-5, 6-dicyanobenzoquinone (DDQ) as an oxidant. The reaction was shown to proceed smoothly for various 1, 3-dicarbonyl compounds with a range of benzylic and allylic substrates in good to excellent yields.

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