Litcius/Paper detail

Mechanochemical Synthesis of Ketones via Chemoselective Suzuki–Miyaura Cross-Coupling of Acyl Chlorides

Jin Zhang, Pei Zhang, Yangmin Ma, Michal Szostak

2022Organic Letters44 citationsDOI

Abstract

The direct synthesis of ketones via acyl Suzuki-Miyaura cross-coupling of widely available acyl chlorides is a central transformation in organic synthesis. Herein, we report the first mechanochemical solvent-free method for highly chemoselective synthesis of ketones from acyl chlorides and boronic acids. This acylation reaction is conducted in the solid state, in the absence of potentially harmful solvents, for a short reaction time and shows excellent selectivity for C(acyl)-Cl bond cleavage.

Topics & Concepts

ChemistryAcylationChemoselectivityBond cleavageOrganic chemistrySelectivityCleavage (geology)Coupling reactionSolventCombinatorial chemistryAcyl chlorideCatalysisChlorideEngineeringFracture (geology)Geotechnical engineeringAdvanced Synthetic Organic ChemistryChemical synthesis and alkaloidsMicrobial Natural Products and Biosynthesis