Rapid synthesis of 3-amino-imidazopyridines by a microwave-assisted four-component coupling in one pot

被引:134
作者
DiMauro, Erin F.
Kennedy, Joseph M.
机构
[1] Amgen Inc, Dept Med Chem, Cambridge, MA 02139 USA
[2] Boston Coll, Chestnut Hill, MA 02167 USA
关键词
D O I
10.1021/jo0622072
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The rapid and efficient synthesis of various 2,6-disubstituted-3-amino-imidazopyridines using a microwave-assisted one-pot cyclization/Suzuki coupling approach is described. The utility of a 2-aminopyridine-5-boronic acid pinacol ester as a robust and versatile building block for the synthesis of diverse compound libraries is emphasized. The boronate functional group is remarkably tolerant to the Lewis acid catalyzed cyclizations, and the subsequent Pd(0)-catalyzed Suzuki coupling reactions proceed cleanly in the presence of magnesium salts. This work highlights the vast potential of microwave-assisted, metal-catalyzed, multicomponent reactions.
引用
收藏
页码:1013 / 1016
页数:4
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