Display options
Share it on

Org Lett. 2013 Dec 06;15(23):5940-3. doi: 10.1021/ol4027683. Epub 2013 Nov 15.

Nucleopalladation triggering the oxidative Heck reaction: a general strategy to diverse β-indole ketones.

Organic letters

Qian Wang, Liangbin Huang, Xia Wu, Huanfeng Jiang

Affiliations

  1. School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou 510640, P. R. China.

PMID: 24237319 DOI: 10.1021/ol4027683

Abstract

A simple and efficient palladium-catalyzed oxidative coupling between 2-alkynyl anilines and allylic alcohols is described by using cheap and green dioxygen as the oxidant. These cross-couplings have a large functional group tolerance and are of higher reactivity toward electron nonbaised allylic alcohols. The resultant β-indole ketones are readily converted to pharmaceutically significant β-indole alcohol/amine and pyrrolo[2,1-a]isoquinolines.

Publication Types