ChemInform Abstract: Alkylboronic Esters from Palladium‐ and Nickel‐Catalyzed Borylation of Primary and Secondary Alkyl Bromides.

Abstract

Alkylboronic Esters from Palladium-and Nickel-Catalyzed Borylation of Primary and Secondary Alkyl Bromides. -Cross-coupling reactions of primary alkyl bromides (I) with diboron reagent (II) give the desired organo-boron compounds (III) in the presence of a palladium catalyst. In contrast, secondary alkyl bromides are efficiently coupled using a nickel catalyst in the presence of a terpyridine ligand. Borylation of bromohexene (X) proceeds under ring closure giving a cyclopentane. The chiral alkyl bromopropylbenzene (XII) affords a racemic product. -(YI, J.; LIU, J.-H.; LIANG, J.; DAI, J.-J.; YANG, C.-T.; FU, Y.; LIU*, L.; Adv. Synth. Catal. 354 (2012) 9, 1685-1691, http://dx.