Friedel-Crafts Acylation Reactions of BN-Substituted Arenes

J Org Chem. 2017 Dec 1;82(23):12877-12887. doi: 10.1021/acs.joc.7b02343. Epub 2017 Nov 9.

Abstract

The acylation reaction of BN-arenes has been studied using BN-arene and acyl chloride in good to excellent yields, which led to the first synthesis of indanone BN-analogue. The BN-aromatic ketone products have been characterized by 1H NMR spectroscopy with their molecular structures unambiguously confirmed by X-ray crystallography. The annulation reaction of BN-arenes promoted by AgBF4 occurs in a completely regioselective manner and a mechanism for this transformation is proposed.

Publication types

  • Research Support, Non-U.S. Gov't