Three-Component Coupling of Acyl Fluorides, Silyl Enol Ethers, and Alkynes by P(III)/P(V) Catalysis
Three-Component Coupling of Acyl Fluorides, Silyl Enol Ethers, and Alkynes by P(III)/P(V) Catalysis
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P(III)/P(V) 催化酰氟、硅烯醇醚和炔烃的三组分偶联
DOI：
10.1021/jacs.1c10042
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发表时间：
2021
影响因子：
15
通讯作者：
Tobisu Mamoru
中科院分区：
文献类型：
--
作者：
Fujimoto Hayato;Kusano Momoka;Kodama Takuya;Tobisu Mamoru
我们在此报道了通过酰氟、硅烯醇醚和炔酸酯的三组分偶联进行的膦催化的氢乙烯基化反应。该反应成功的关键是五配位 P(V) 物质（即氟正膦）和硅烯醇醚之间的形式金属转移，这使得极性不匹配位点之间形成 C-C 键。即使通过过渡金属催化也无法实现的键形成是通过 P(III)/P(V) 流形完成的。
We report herein on the phosphine-catalyzed hydrovinylation reaction by three-component coupling of acyl fluorides, silyl enol ethers, and alkynoates. The key to the success of the reaction is the formal transmetalation between pentacoordinate P(V) species (i.e., fluorophosphorane) and a silyl enol ether, which allows for C–C bond formation between the polarity-mismatched sites. The bond formation that cannot be attained even by transition metal catalysis is accomplished by a P(III)/P(V) manifold.