CuI/N,N-dimethylglycine-catalyzed coupling of vinyl halides with amides or carbamates

Xianhua Pan; Qian Cai; Dawei Ma

doi:10.1021/ol049464i

CuI/N,N-dimethylglycine-catalyzed coupling of vinyl halides with amides or carbamates

Org Lett. 2004 May 27;6(11):1809-12. doi: 10.1021/ol049464i.

Authors

Xianhua Pan¹, Qian Cai, Dawei Ma

Affiliation

¹ Department of Chemistry, Fudan University, Shanghai 200433, China.

PMID: 15151420
DOI: 10.1021/ol049464i

Abstract

The CuI-catalyzed coupling reaction of vinyl halides with amides or carbamates proceeds well at room temperature to 80 degrees C in dioxane to give enamides using N,N-dimethylglycine as the promoter and Cs(2)CO(3) as the base. The geometry of the C-C double bond is retained during the reaction course. [reaction: see text]