1,2,3,4-Tetrahydro-8-hydroxyquinoline-promoted copper-catalyzed coupling of nitrogen nucleophiles and aryl bromides

Huifeng Wang; Yaming Li; Fangfang Sun; Yang Feng; Kun Jin; Xiuna Wang

doi:10.1021/jo8015488

1,2,3,4-Tetrahydro-8-hydroxyquinoline-promoted copper-catalyzed coupling of nitrogen nucleophiles and aryl bromides

J Org Chem. 2008 Nov 7;73(21):8639-42. doi: 10.1021/jo8015488. Epub 2008 Oct 9.

Authors

Huifeng Wang¹, Yaming Li, Fangfang Sun, Yang Feng, Kun Jin, Xiuna Wang

Affiliation

¹ State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012, China.

PMID: 18842030
DOI: 10.1021/jo8015488

Abstract

Based on the dramatic accelerating effect of 2-aminophenol, three ligands derived from 2-aminophenol were developed. Copper-catalyzed coupling reaction of nitrogen-containing nucleophiles with aryl bromides was efficiently carried out under mild conditions using 1,2,3,4-tetrahydro-8-hydroxyquinoline as a novel, simple, and versatile ligand.

Publication types

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

MeSH terms

Aminophenols / chemistry*
Benzene Derivatives / chemistry*
Catalysis
Copper
Cross-Linking Reagents
Hydrocarbons, Brominated / chemistry*
Hydroxyquinolines / chemistry*
Nitrogen

Substances

Aminophenols
Benzene Derivatives
Cross-Linking Reagents
Hydrocarbons, Brominated
Hydroxyquinolines
2-aminophenol
Copper
Nitrogen