Synthesis of Allenes by Hydroalkylation of 1,3-Enynes with Ketones Enabled by Cooperative Catalysis

Maxwell Eaton, Yuping Dai,Ziyong Wang,Bo Li,Walid Lamine,Karinne Miqueu,Shih-Yuan Liu

Journal of the American Chemical Society（2023）

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摘要

A method for the synthesis of allenes by the addition of ketones to 1,3-enynes by cooperative Pd(0)Senphos/ B(C6F5)(3)/NR3 catalysis is described. A wide range of aryl-and aliphatic ketones undergo addition to various 1,3-enynes in high yields at room temperature. Mechanistic investigations revealed a rate-determining outer-sphere proton transfer mechanism, which was corroborated by DFT calculations.

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关键词

allenes,hydroalkylation,cooperative catalysis,ketones

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