Organic Chemistry Portal

Abstracts

Search:

Synthesis of 2-Quinolinones via a Hypervalent Iodine(III)-Mediated Intramolecular Decarboxylative Heck-Type Reaction at Room Temperature

Huaqiang Fan, Peng Pan, Yongqiang Zhang*, Wei Wang*

*East China University of Science and Technology, Shanghai 200237, P. R. China; University of Arizona, Tucson, Arizona 85721-0207, United States, Email: yongqiangzhangecust.edu.cn, wwangpharmacy.arizona.edu

H. Fan, P. Pan, Y. Zhang, W. Wang, Org. Lett., 2018, 20, 7929-7932.

DOI: 10.1021/acs.orglett.8b03503 (free Supporting Information)


see article for more reactions

Abstract

A hypervalent iodine(III)-mediated intramolecular decarboxylative Heck-type reaction of 2-vinyl-phenyl oxamic acids provides various 2-quinolinones with excellent chemoselectivity at room temperature via a unique ring-strain-enabled radical decarboxylation mechanism. This protocol features metal-free reaction conditions and operational simplicity.

see article for more examples



Key Words

2-quinolones, hypervalent iodine compounds


ID: J54-Y2018