Journal
SCIENCE CHINA-CHEMISTRY
Volume 58, Issue 8, Pages 1286-1291Publisher
SCIENCE PRESS
DOI: 10.1007/s11426-015-5364-3
Keywords
amides; decarboxylation; amidation; C-H functionalization; homogeneous catalysis
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Funding
- National Natural Science Foundation of China [20906059, 21272145]
- Shaanxi Innovative Team of Key Science and Technology [2013KCT-17]
- Fundamental Research Funds for the Central Universities [GK201503030, GK261001095]
- 111 Project
- Canada Research Chair
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Carboxylate as a promising and valuable directing group has attracted a great deal of attention. However, employing it as a traceless direction group has rarely been reported. We developed the ruthenium-catalyzed amidation of substituted benzoic acids with isocyanates via directed C-H functionalization followed by decarboxylation to afford the corresponding meta-substituted N-aryl benzamides, in which the carboxylate serves as a unique, removable directing group. Notably, this protocol can provide an efficient alternative to access meta-substituted N-aryl benzamides, which are much more difficult to prepare than ortho-substituted analogues.
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