Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins
Anas Alkayal, Volodymyr Tabas, Stephanie Montanaro, Iain A. Wright, Andrei V. Malkov, Benjamin R. Buckley
Abstract
The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochemical approaches. The reported method allows unprecedented direct access to carboxylic acids derived from β,β-trisubstituted alkenes, in a highly regioselective manner.
Topics & Concepts
ChemistryRegioselectivityCarboxylic acidCombinatorial chemistryOrganic chemistryCatalysisRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsCO2 Reduction Techniques and Catalysts