The Journal of organic chemistry

Anodic oxidation of N-protected 4-methoxy anilines: improved synthesis of quinone imine acetals

MC Carreno, M Ribagorda

Index: Carreno, M. Carmen; Ribagorda, Maria Journal of Organic Chemistry, 2000 , vol. 65, # 4 p. 1231 - 1234

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Citation Number: 14

Abstract

Recent synthetic applications of quinone imines1 and bisimines2 have focused on nucleophilic additions promoted by both acids and bases. 3 These reactions require the use of stable N-arylsulfonyl derivatives of quinone imines to avoid decomposition, which occurs with more labile protecting groups. However, the strongly acidic conditions necessary to remove the sulfonyl group, 4 after transformation of the quinone imine, limit their synthetic ...

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