A nickel(0) catalyzed cycloaddition of alkynes and isocyanates that affords pyrimidine-diones

被引：41

作者：

Duong, Hung A. ^{[1
]}

Louie, Janis ^{[1
]}

机构：

[1] Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA

来源：

TETRAHEDRON | 2006年 / 62卷 / 32期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/j.tet.2006.03.119

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Ni/N-heterocyclic carbene catalyzed cycloaddition of one alkyne and two isocyanates that affords pyrimidine-dione is described. The key to the success of this protocol is the use of unsymmetrically substituted alkynes that favors the formation of pyrimidine-diones over pyridones. A variety of pyrimidine-diones were prepared. A one-pot cycloaddition and Stille coupling were reported for tributyl(I-propynyl)tin. Competition studies also provide insights into the mechanism of the cycloaddition. (c) 2006 Elsevier Ltd. All rights reserved.

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页码：7552 / 7559

页数：8

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