Titanium catalyzed one-pot multicomponent coupling reactions for direct access to substituted pyrimidines

被引:41
|
作者
Majumder, Supriyo [1 ]
Odom, Aaron L. [1 ]
机构
[1] Michigan State Univ, Dept Chem, E Lansing, MI 48824 USA
基金
美国国家科学基金会;
关键词
Heterocycles; Pyrimidines; Amidines; Multicomponent coupling; Titanium; ETA(1)-PYRROLYL COMPLEXES; REGIOSPECIFIC SYNTHESIS; DERIVATIVES; HYDROAMINATION; HETEROCYCLES; ANTIFUNGAL; PYRAZOLES; ALKYNES;
D O I
10.1016/j.tet.2010.02.066
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A titanium-catalyzed 3-component coupling reaction can be used to generate tautomers of 1,3-diimines. These diimines produced in situ undergo condensation with amidines in a one-pot procedure to provide substituted pyrimiclines. Seventeen examples of pyrimidines are provided using this one-pot, 4-component procedure from simple starting materials. In some cases, catalyst architecture can be tuned to control the regioselectivity of the alkyne addition. Finally, the regioselectivity of amidine addition to unsymmetrical 1,3-diimines is discussed. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3152 / 3158
页数:7
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