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Copper‐Mediated Decarboxylative Coupling of Benzamides with ortho ‐Nitrobenzoic Acids by Directed C−H Cleavage
Author(s) -
Takamatsu Kazutaka,
Hirano Koji,
Miura Masahiro
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201701918
Subject(s) - chemistry , copper , cleavage (geology) , decarboxylation , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , materials science , fracture (geology) , composite material
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.