Easily accessible and highly tunable indolyl phosphine ligands for Suzuki-Miyaura coupling of aryl chlorides.

Easily accessible and highly tunable indolyl phosphine ligands for Suzuki-Miyaura coupling of aryl chlorides.
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DOI:
10.1021/ol070898y
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发表时间:
2007-06
期刊:
影响因子:
5.2
通讯作者:
C. So;C. Lau;F. Kwong
C. So;C. Lau;F. Kwong
中科院分区:
化学1区
文献类型:
--
作者:
C. So;C. Lau;F. Kwong

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本研究描述了一类新的容易获得的吲哚膦配体,通过一个有效的协议,包括Fischer吲哚化从容易获得的苯肼和取代的苯乙酮制备。这种多功能配体支架提供了有益的特征,包括空间和电子可调性的高潜力。空气稳定的吲哚基膦与钯金属前体的组合为未活化的芳基氯的Suzuki-Miyaura偶联提供了高效的催化剂,并且可以实现低至0.02摩尔%的催化剂负载。
This study describes a new class of easily accessible indolyl phosphine ligands, prepared via an efficient protocol involving Fischer indolization from readily available phenylhydrazine and substituted acetophenones. This versatile ligand scaffold provides beneficial features, including high potential of steric and electronic tunability. The air-stable indolyl phosphines in combination with a palladium metal precursor provide highly effective catalysts for Suzuki-Miyaura coupling of unactivated aryl chlorides, and the catalyst loading down to 0.02 mol % can be achieved.