☆ 4.8 Article

Direct Synthesis of 5-Aryl Barbituric Acids by Rhodium(II)-Catalyzed Reactions of Arenes with Diazo Compounds

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

卷 54, 期 25, 页码 7410-7413

出版社

WILEY-V C H VERLAG GMBH

DOI: 10.1002/anie.201502324

关键词

arylation; barbituric acid; carbenes; diazo compounds; rhodium

类别

Chemistry, Multidisciplinary

资金

ERC [258580]
EPSRC
European Research Council (ERC) [258580] Funding Source: European Research Council (ERC)
Engineering and Physical Sciences Research Council [EP/I004769/1, EP/I004769/2] Funding Source: researchfish
EPSRC [EP/I004769/1, EP/I004769/2] Funding Source: UKRI

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摘要

A commercially available rhodium(II) complex catalyzes the direct arylation of 5-diazobarbituric acids with arenes, allowing straightforward access to 5-aryl barbituric acids. Free N-H groups are tolerated on the barbituric acid, with no complications arising from N-H insertion processes. This method was applied to the concise synthesis of a potent matrix metalloproteinase (MMP) inhibitor.

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