Synthesis of substituted imidazoles via organocatalysis

被引:172
作者
Frantz, DE
Morency, L
Soheili, A
Murry, JA
Grabowski, EJJ
Tillyer, RD
机构
[1] Merck & Co Inc, Merck Res Labs, Dept Proc Res, Wayne, PA 19087 USA
[2] Merck & Co Inc, Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA
关键词
D O I
10.1021/ol0498803
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot synthesis of substituted imidazoles is described. The cornerstone of this methodology involves the thiazolium-catalyzed addition of an aldehyde to an acyl Imine to generate the corresponding alpha-ketoamide in situ followed by ring closure to the imidazole in a one-pot sequence. The extension of this methodology to the one-pot synthesis of substituted oxazoles and thiazoles is also described.
引用
收藏
页码:843 / 846
页数:4
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