Synthesis of 5-trichloromethyl-Δ4-1,2,4-oxadiazolines and their rearrangement into formamidine derivatives

被引：14

作者：

Wagner, Gabriele ^{[1
]}

Garland, Tim ^{[1
]}

机构：

[1] Univ Surrey, FHMS, Surrey GU2 7XH, England

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 22期

基金：

英国工程与自然科学研究理事会;

关键词：

1,2,4-oxadiazolines; amidines; ring opening; rearrangement;

D O I：

10.1016/j.tetlet.2008.04.012

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 5-trichloro-Delta(4)-1,2,4-oxadiazolines have been synthesised by 1,3-dipolar cycloaddition of nitrones to trichloroacetonitrile. These oxadiazolines rearrange into formamidine derivatives, via ring opening and a 1,2-aryl shift from carbon to the adjacent amino nitrogen. Both cycloaddition and rearrangement are facilitated when electron deficient nitriles and electron rich nitrones are used. (C) 2008 Published by Elsevier Ltd.

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收藏

页码：3596 / 3599

页数：4

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