Cobalt-Catalyzed Monoselective Ortho-C-H Functionalization of Carboxamides with Organoaluminum Reagent

Huiqiao Wang; Sheng Zhang; Zhiqiang Wang; Minghui He; Kun Xu

doi:10.1021/acs.orglett.6b02860

Cobalt-Catalyzed Monoselective Ortho-C-H Functionalization of Carboxamides with Organoaluminum Reagent

Org Lett. 2016 Nov 4;18(21):5628-5631. doi: 10.1021/acs.orglett.6b02860. Epub 2016 Oct 14.

Authors

Huiqiao Wang¹, Sheng Zhang¹, Zhiqiang Wang¹, Minghui He¹, Kun Xu¹

Affiliation

¹ College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University , Nanyang, Henan 473061, P. R. China.

PMID: 27740767
DOI: 10.1021/acs.orglett.6b02860

Abstract

A simple triphenylphosphine-ligated cobalt catalyst is reported for the direct ortho-C-H methylation and ethylation of aromatic, heteroaromatic, alkenyl, and even aliphatic carboxamides with inexpensive organoaluminum reagents in the presence of a cheap alkyl chloride as oxidant. This reaction shows monoselectivity in contrast with previously established C-H methylation methodologies.

Publication types

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