Iron(II)-mediated nitrene transfer from t-butyloxycarbonyl azide (BocN3) to sulfoxides, sulfides, and ketene acetals

被引：81

作者：

Bach, T ^{[1
]}

Körber, C ^{[1
]}

机构：

[1] Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 28期

关键词：

sulfoximides; sulfimides; catalysis; nitrenes;

D O I：

10.1016/S0040-4039(98)00927-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The nitrene transfer from t-butyloxycarbonyl azide (BocN(3)) to several nucleophiles is promoted by ferrous chloride (FeCl2) and yields the corresponding N-Boc protected sulfoximides, sulfimides, or a-amino alkanoates. Whereas the sulfoximide formation occurs spontaneously in CH2Cl2 as solvent the FeCl2-catalyzed nitrene transfer to sulfides and ketene acetals requires addition of a polar solvent. DMF was found to be best suited for this purpose. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：5015 / 5016

页数：2

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