Potassium organotrifluoroborates: New perspectives in organic synthesis

被引:625
作者
Darses, Sylvain [1 ]
Genet, Jean-Pierre [1 ]
机构
[1] Ecole Natl Super Chim Paris, CNRS, UMR 7573, Lab Synth Select Organ & Prod Nat, F-75231 Paris 05, France
关键词
D O I
10.1021/cr0509758
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A reagent called potassium organotrifluoroborates in organic synthesis has been reviewed as a promising alternative to organoboronic acids. Preparation of these reagents can be done using potassium hydrogen difluoride, isolated boronic acids, via transmetalation reactions, and/ or hydroboration C-H bond activation. There is an increased interest in these boron ate complexes due to the exceptional stability toward oxygen and moisture as compared to all other described organoboron derivatives. Other benefits include ease of preparation and purification with higher yields, can easily be functionalized using a great variety of reactions, high solubility in polar solvents, purity of salts can easily be checked by nuclear magnetic resonance, and shows comparable and superior reactivity compared to organoboronic acids.
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页码:288 / 325
页数:38
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