Ether-imidazolium carbenes for Suzuki-Miyaura cross-coupling of heteroaryl chlorides with aryl/heteroarylboron reagents

Masami Kuriyama; Seira Matsuo; Mina Shinozawa; Osamu Onomura

doi:10.1021/ol4010189

Ether-imidazolium carbenes for Suzuki-Miyaura cross-coupling of heteroaryl chlorides with aryl/heteroarylboron reagents

Org Lett. 2013 Jun 7;15(11):2716-9. doi: 10.1021/ol4010189. Epub 2013 May 28.

Authors

Masami Kuriyama¹, Seira Matsuo, Mina Shinozawa, Osamu Onomura

Affiliation

¹ Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan. mkuriyam@nagasaki-u.ac.jp

PMID: 23713985
DOI: 10.1021/ol4010189

Abstract

Easily accessible and handled ether-imidazolium chlorides were developed as ligand precursors. The coupling reactions of heteroaryl chlorides with aryl/heteroarylboronic acids and esters were catalyzed by the palladium/ether-imidazolium chloride system with high substrate tolerance to give various heterobiaryls in good to excellent yields.

Publication types

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

MeSH terms

Boron Compounds / chemistry*
Boronic Acids
Catalysis
Ethers / chemistry*
Hydrocarbons, Chlorinated / chemistry*
Imidazoles / chemistry*
Indicators and Reagents / chemistry*
Ligands
Methane / analogs & derivatives*
Methane / chemistry
Molecular Structure

Substances

Boron Compounds
Boronic Acids
Ethers
Hydrocarbons, Chlorinated
Imidazoles
Indicators and Reagents
Ligands
carbene
Methane