PhI(OAc)2-mediated additions of 2,4-dinitrophenylsulfenamide with methylenecyclopropanes (MCPs) and a methylenecyclobutane (MCB)

被引：27

作者：

Li, Wei ^{[1
]}

Shi, Min ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometal Chem, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON | 2007年 / 63卷 / 45期

基金：

中国国家自然科学基金;

关键词：

PhI(OAc)(2); 2,4-dinitrophenylsulfenamide; nitrene; methylenecyclopropanes (MCPs); methylenecyclobutane; stereoselective addition;

D O I：

10.1016/j.tet.2007.08.062

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report herein stereoselective additions of a nitrene derived from PhI(OAc)(2) and 2,4-dinitrophenylsulfenamide with methylenecyclopropanes (MCPs) and a methylenecyclobutane (MCB) to give the corresponding ring enlargement products, (cyclobutylidene) amide or (cyclopentylidene) amide derivatives, in moderate to excellent yields. The reaction mechanism has been discussed on the basis of control experiments and previous investigation. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：11016 / 11020

页数：5

共 33 条

[1] OXIDATION OF 2,4-DINITROBENZENESULFENAMIDE IN THE PRESENCE OF ALKENES - FORMATION OF AZIRIDINES [J].