Organic letters

Simple and Direct sp3 C–H Bond Arylation of Tetrahydroisoquinolines and Isochromans via 2, 3-Dichloro-5, 6-dicyano-1, 4-benzoquinone Oxidation under Mild …

W Muramatsu, K Nakano, CJ Li

Index: Muramatsu, Wataru; Nakano, Kimihiro; Li, Chao-Jun Organic Letters, 2013 , vol. 15, # 14 p. 3650 - 3653

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Citation Number: 52

Abstract

The 2, 3-dichloro-5, 6-dicyano-1, 4-benzoquinone (DDQ)-mediated sp3 C–H bond arylation of tetrahydroisoquinolines and isochromans is described. The corresponding products were facilely synthesized via a simple nucleophilic addition reaction between readily available aryl Grignard reagents and iminium (or oxonium) cations generated in situ by DDQ oxidation of tetrahydroisoquinolines (or isochromans) under mild conditions.