Controlled Synthesis of α‐Mono‐ and α,α‐Di‐Halogenated Ketones Through Coupling of Halogenated Diboromethanes with Carboxylic Acid Esters
Chen‐Xu Wu, Liangxuan Xu, Bowen Ren, Jianmei Lu, Chao Liu
Abstract
Abstract Halogenated gem ‐diboron reagents, as structurally unique gem ‐diborylalkanes, are crucial in organic synthesis chemistry. Herein, we report a strategy with controlled synthesis of α‐mono‐ and α,α‐di‐halogenated ketones through nucleophilic addition reaction of halogenated diboromethanes with carboxylic acid esters. The substrate scope is broad and the nucleophilic addition reaction proceeds from a diverse range of carboxylic acid esters with bromo‐ or chloro‐diborylmethanes. Moreover, an intriguing heterocyclic compound has been serendipitously synthesized as well.
Topics & Concepts
ChemistryCarboxylic acidOrganic chemistryCoupling (piping)KetoneEngineeringMechanical engineeringFluorine in Organic ChemistryVanadium and Halogenation Chemistry