Nucleophilic fluoroalkylation of (bromomethyl) pinacolborane using silicon reagents

…, PK Elkin, MI Struchkova, AD Dilman

Index: Levin, Vitalij V.; Elkin, Pavel K.; Struchkova, Marina I.; Dilman, Alexander D. Journal of Fluorine Chemistry, 2013 , vol. 154, p. 43 - 46

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Citation Number: 7

Abstract

Abstract A method for the synthesis of pinacol boronic esters bearing a fluorinated group at the α-carbon atom (R f CH 2 Bpin) from corresponding bromomethyl borane (BrCH 2 Bpin) and fluorinated silanes (R f SiMe 3) is described. The fluoroalkylation reaction involves formation of borate anions followed by intramolecular nucleophilic substitution of bromine.