Preparation and evaluation of nitrene precursors (PhI=NSO2Ar) for the copper-catalyzed aziridination of olefins

被引：103

作者：

Sodergren, MJ ^{[1
]}

Alonso, DA ^{[1
]}

Bedekar, AV ^{[1
]}

Andersson, PG ^{[1
]}

机构：

[1] UNIV UPPSALA,INST CHEM,DEPT ORGAN CHEM,S-75121 UPPSALA,SWEDEN

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 39期

关键词：

D O I：

10.1016/S0040-4039(97)01589-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparation of different [N-(arenesulfonyl)imino]phenyliodinanes is described along with an evaluation of their utility as nitrene precursors for the copper-catalyzed aziridination of different olefins. The best results were obtained with p-NO2-C6H4SO2N=IPh and p-MeO-C6H4SO2N=IPh, both of which were found superior to PhI=NTs, which previously has been the reagent of choice for this type of reaction. The corresponding aziridine derivatives were obtained in good to excellent yields (60-99%) using 1.0 equivalent of olefin and 1.5 equivalents of the nitrene precursor. (C) 1997 Elsevier Science Ltd.

引用

页码：6897 / 6900

页数：4

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