Decarboxylative Borylation of Aliphatic Esters under Visible-Light Photoredox Conditions

Org Lett. 2017 May 19;19(10):2770-2773. doi: 10.1021/acs.orglett.7b01181. Epub 2017 May 5.

Abstract

The conventional methods for preparing alkyl boronates often necessitate anhydrous and demanding reaction conditions. Herein, a new, operationally simple decarboxylative borylation reaction of readily available aliphatic acid derivatives under additive-free visible-light photoredox conditions in nonanhydrous solvents has been described. Primary and secondary alkyl boronates or tetrafluoroborates with various functional groups were prepared accordingly. A catalytic cycle involving alkyl radical reaction with base-activated diboron species has been proposed.

Publication types

  • Research Support, Non-U.S. Gov't