Organic letters

Potassium t-butoxide alone can promote the biaryl coupling of electron-deficient nitrogen heterocycles and haloarenes

S Yanagisawa, K Ueda, T Taniguchi, K Itami

Index: Yanagisawa, Shuichi; Ueda, Kirika; Taniguchi, Tadashi; Itami, Kenichiro Organic Letters, 2008 , vol. 10, # 20 p. 4673 - 4676

Full Text: HTML

Citation Number: 283

Abstract

The biaryl coupling of electron-deficient nitrogen heterocycles and haloarenes can be promoted by potassium t-butoxide alone, without the addition of any exogenous transition metal species. Electron-deficient nitrogen heterocycles such as pyridine, pyridazine, pyrimidine, pyrazine, and quinoxaline are arylated with haloarenes. Control experiments support a radical-based mechanism. Taking these findings into account, radical processes ...