Virtues of Volatility: A Facile Transesterification Approach to Boronic Acids

Org Lett. 2019 May 3;21(9):3048-3052. doi: 10.1021/acs.orglett.9b00584. Epub 2019 Apr 23.

Abstract

Boronic acids are an increasingly important compound class for many applications, including C-C bond formation reactions, medicinal chemistry, and diagnostics. The deprotection of boronic ester intermediates is frequently a problematic and inefficient step in boronic acid syntheses. We describe an approach that highly facilitates this transformation by leveraging the volatility of methylboronic acid and its diol esters. The method is performed under mild conditions, provides high yields, and eliminates cumbersome and problematic purification steps.

Publication types

  • Research Support, Non-U.S. Gov't