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

摘要

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 botanic 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. (C) 2014 Elsevier Ltd. All rights reserved.