Litcius/Paper detail

Economical and Readily Accessible Preparation of <i>o</i>,<i>o</i>-Disubstituted Arylboronates through Palladium-Catalyzed Borylation of Haloarenes

Ryoichi Kuwano, Eunhyung Lee, Sungyong Won

2021Organic Letters13 citationsDOI

Abstract

Miyaura borylation, that is, palladium-catalyzed cross-coupling between bromoarenes and diboron, offers a versatile method for preparing arylboronates; however, a costly and inaccessible catalyst has been required for synthesizing highly congested arylboronates with the method. Here the Pd(OAc)2–tri(4-methoxyphenyl)phosphine catalyst was found to work as an efficient catalyst for the sterically demanding borylation. A broad range of o,o-disubstituted bromoarenes were converted into the corresponding arylboronates in high yields by using the palladium catalyst with Cs2CO3 in EtOAc at 80 °C.

Topics & Concepts

BorylationCatalysisChemistryPalladiumPhosphineSteric effectsCombinatorial chemistryOrganic chemistryArylAlkylCatalytic Cross-Coupling ReactionsOrganoboron and organosilicon chemistryCatalytic C–H Functionalization Methods