Glyoxylic acid and MP-glyoxylate: Efficient formaldehyde equivalents in the 3-CC of 2-aminoazines, aldehydes, and isonitriles

被引:62
作者
Lyon, MA [1 ]
Kercher, TS [1 ]
机构
[1] Array BioPharma Inc, Boulder, CO 80301 USA
关键词
D O I
10.1021/ol0478234
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Glyoxylic acid, either in solution or immobilized on MP-carbonate (MP-glyoxylate), participates in an uncatalyzed 3-CC with 2-aminoazines and isonitriles to afford novel 2-unsubstituted-3-amino-imidazoheterocycles. MP-glyoxylate serves as a particularly efficient and experimentally convenient formaldehyde equivalent and readily liberates products through decarboxylation/self-release from the resin. These examples furthermore constitute the first application in which MP-CO3 serves as a solid support for transformations involving carboxylic acids.
引用
收藏
页码:4989 / 4992
页数:4
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