Hydroxylation of aryl- and alkylboronic acids/esters mediated by iodobenzene diacetate—an avenue for using organoboronic acids/esters as nucleophiles for hydroxylation reactions

Abstract

A metal free, mild, and highly efficient methodology for ipso-hydroxylation of diversely functionalized aryl- and alkylboronic acids/esters mediated by iodobenzene diacetate (DAIB) under ambient temperature has been developed. This protocol is also applicable to N-heterocyclic boronic acids and esters. In the course of understanding the mechanism of this protocol, it is anticipated that organoboronic acid/ester, even being an electron demanding moiety, is acting as a nucleophile in the presence of DAIB for the hydroxylation reaction.