期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 136, 期 7, 页码 2735-2738出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja412444d
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资金
- NIGMS [GM80442]
alpha/beta-Unsaturated carboxylic acids undergo Rh(III)-catalyzed decarboxylative coupling with alpha,beta-unsaturated O-pivaloyl oximes to provide substituted pyridines in good yield. The carboxylic acid, which is removed by decarboxylation, serves as a traceless activating group, giving 5-substituted pyridines with very high levels of regioselectivity. Mechanistic studies rule out a picolinic acid intermediate, and an isolable rhodium complex sheds further light on the reaction mechanism.
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