Copper-Mediated Decarboxylative Coupling of Benzamides with ortho-Nitrobenzoic Acids by Directed C-H Cleavage.

Angew Chem Int Ed Engl

Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan.

Published: May 2017

A copper-mediated decarboxylative coupling of benzamides with ortho-nitrobenzoic acids by 8-aminoquinoline-directed C-H cleavage has been developed. This reaction proceeds smoothly with only a copper salt to produce the corresponding biaryl compounds in good yields. The products can be easily transformed into various nitrogen-containing heterocyclic compounds. Moreover, the combination of copper and a suitable base promotes a decarboxylative C-H arylation and cyclization sequence to deliver phenanthridinone derivatives in one pot.

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http://dx.doi.org/10.1002/anie.201701918DOI Listing

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