Tetrahedron

Observations on the vilsmeier reaction Part 2. The anomalaus reaction of N-benzyl N-cyanoethyl-4-methylaniline derivatives

AP Shawcross, SP Stanforth

Index: Shawcross, Andrew P.; Stanforth, Stephen P. Tetrahedron, 1989 ,  vol. 45,  # 22  p. 7063 - 7076

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Citation Number: 6

Abstract

The reaction of a series of the title anilines (1) with variously substituted benzyl groups under Vilsmeier conditions was investigated. Only perfluorobenzyl derivatives showed normal formylation while other fluoro derivatives gave mixed results and other substituents gave solely the anomalous amine (5) together with the aldehyde (6) derived from the benzyl group.