Regioselective rhodium-catalyzed intermolecular [2+2+2] cycloaddition of alkynes and isocyanates to form pyridones

被引：42

作者：

Oberg, Kevin M. ^{[1
]}

Lee, Ernest E. ^{[1
]}

Rovis, Tornislav ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

TETRAHEDRON | 2009年 / 65卷 / 26期

关键词：

ALKENYL ISOCYANATES; TERMINAL ALKYNES; 2-PYRIDONES; PYRIDINE; CONSTRUCTION; DERIVATIVES; COMPLEX; NICKEL; <2&2&2'>-CYCLOADDITION; INTERMEDIATE;

D O I：

10.1016/j.tet.2009.02.021

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly regioselective rhodium-catalyzed intermolecular [2+2+2] cycloaddition of terminal alkynes with a variety of isocyanates to provide 2- and 4-pyridones has been developed. This reaction proceeds in good to excellent yields and overcomes the problem of dimerization and trimerization through the use of phosphoramidite ligands. A CO migration in the metallacycle is proposed to account for the formation of 4-pyridone. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：5056 / 5061

页数：6

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