Organic letters

Lewis acid-promoted imine synthesis by the insertion of isocyanides into CH bonds of electron-rich aromatic compounds

M Tobisu, S Yamaguchi, N Chatani

Index: Tobisu, Mamoru; Yamaguchi, Seiji; Chatani, Naoto Organic Letters, 2007 , vol. 9, # 17 p. 3351 - 3353

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Citation Number: 31

Abstract

Due to the presence of a formally divalent carbon atom, isocyanides occupy a unique position in the field of organic chemistry, and have enjoyed widespread use in organic synthesis, 1 especially in multicomponent transformations. 2 The chemistry of isocyanides is dominated by the nucleophilicity of the isocyano carbon atom as a result of the interaction of the vacant p π orbital with the lone pair of electrons on the nitrogen atom (Figure 1, a). It should also be noted that ...