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Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
Copper-Mediated Deacylative Coupling of Ynones via C-C Bond Activation under Mild Conditions
Lili Feng1, Tingjun Hu1, Saisai Zhang1
1Institute of Organic Functional Molecules, Engineering Laboratory of Fire Retardant and Functional Materials, College of Chemistry and Chemical Engineering , Henan University , Kaifeng 475004 , P.R. China.
Abstract:
The intermolecular deacylative coupling of unstrained ynones via C-C bond activation was accomplished by a CuCl-bpy system under mild reaction conditions. This protocol features facile cleavage of the C-C bond at room temperature, broad substrate scope, and efficient construction of important symmetric and unsymmetrical 1,3-diyne adducts through homo or cross coupling of ynones, respectively. The preliminary mechanistic investigations indicated that an acyl copper(III) complex is likely involved in this process.
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