Rhodium-Catalyzed meta-C-H Functionalization of Arenes

Milan Bera; Soumitra Agasti; Rajdip Chowdhury; Rahul Mondal; Debasis Pal; Debabrata Maiti

doi:10.1002/anie.201701579

Rhodium-Catalyzed meta-C-H Functionalization of Arenes

Angew Chem Int Ed Engl. 2017 May 2;56(19):5272-5276. doi: 10.1002/anie.201701579. Epub 2017 Apr 10.

Authors

Milan Bera¹, Soumitra Agasti¹, Rajdip Chowdhury¹, Rahul Mondal¹, Debasis Pal¹, Debabrata Maiti¹

Affiliation

¹ Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-, 400076, India.

PMID: 28393438
DOI: 10.1002/anie.201701579

Abstract

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.

Keywords: C−H activation; reaction kinetics; reaction mechanisms; regioselectivity; rhodium.

Publication types

Research Support, Non-U.S. Gov't