Angewandte Chemie - International Edition
Angewandte Chemie - International Edition
5 years ago

Rhodium-Catalyzed meta-C−H Functionalization of Arenes

Rhodium-Catalyzed meta-C−H Functionalization of Arenes
Milan Bera, Rajdip Chowdhury, Rahul Mondal, Debabrata Maiti, Soumitra Agasti, Debasis Pal
Rhodium-catalyzed ortho-C−H functionalization is well known in the literature. Described herein is the Xphos-supported rhodium catalysis of meta-C−H olefination of benzylsulfonic acid and phenyl acetic acid frameworks with the assistance of a para-methoxy-substituted cyano phenol as the directing group. Complete mono-selectivity is observed for both scaffolds. A wide range of olefins and functional groups attached to arene are tolerated in this protocol. Meta is a must: meta-C−H olefination of benzylsulfonic acid and phenyl acetic acid frameworks with the assistance of a para-methoxy-substituted cyano phenol as the directing group is achieved by Xphos-supported rhodium catalysis. Complete mono-selectivity is observed for both scaffolds. COD=1,5-cyclooctadiene, DCE=1,2-dichloroethane, TFA=trifluoroacetic acid.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201701579

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