Carbon-Boron Bond Cross-Coupling Reaction Catalyzed by -PPh2 Containing Palladium-Indolylphosphine Complexes
Carbon-Boron Bond Cross-Coupling Reaction Catalyzed by -PPh2 Containing Palladium-Indolylphosphine Complexes
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DOI：
10.1021/jo202472k
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发表时间：
2012-04-06
影响因子：
3.6
通讯作者：
Kwong, Fuk Yee
中科院分区：
文献类型：
--
作者：
Chow, Wing Kin;Yuen, On Ying;Kwong, Fuk Yee
本研究描述了具有二苯基膦基部分的吲哚基膦配体在钯催化的芳基氯的硼基化中的应用。钯金属前体与包含廉价的-PPh2基团的PPh2-Andole-phos的组合为芳基氯的硼基化提供了高效的催化剂。 -CN、-NO2、-CHO、-COMe、-COOMe 和 -CF3 等一系列官能团是相容的，催化剂负载量可低至 0.025 mol%。 Pd/PPh2-Andole-phos体系能够以一锅顺序方式催化硼化反应和Suzuki-Miyaura偶联反应，以优异的收率直接合成联芳基化合物。
This study describes the application of indolylphosphine ligands with a diphenylphosphino moiety to the palladium-catalyzed borylation of aryl chlorides. The combination of palladium metal precursor with PPh2-Andole-phos, which comprises an inexpensive -PPh2 group, provides highly effective catalysts for the borylation of aryl chlorides. A range of functional groups such as -CN, -NO2, -CHO, -COMe, -COOMe, and -CF3 was compatible, and the catalyst loading down to 0.025 mol % of Pd can be achieved. The Pd/PPh2-Andole-phos system is able to catalyze both borylation reaction and Suzuki-Miyaura coupling reaction in a one-pot sequential manner for the direct synthesis of biaryl compounds in excellent yields.