Chemoselective sp 2-sp 3 cross-couplings: Iron-catalyzed alkyl transfer to dihaloaromatics

S Malhotra, PS Seng, SG Koenig, AJ Deese…

Index: Malhotra, Sushant; Seng, Pamela S.; Koenig, Stefan G.; Deese, Alan J.; Ford, Kevin A. Organic Letters, 2013 , vol. 15, # 14 p. 3698 - 3701

Full Text: HTML

Citation Number: 16

Abstract

The chemoselective functionalization of a range of dihaloaromatics with methyl, cyclopropyl, and higher alkyl Grignard reagents via iron-catalyzed cross-coupling is described. The site selectivity of C–X (X= halogen) activation is determined by factors such as the position of the halogen on the ring, the solvent, and the nucleophile. A one-pot protocol for the chemoselective synthesis of mixed dialkyl heterocycles is achieved solely employing iron ...