Highly efficient monophosphine-based catalyst for the palladium-catalyzed Suzuki-Miyaura reaction of heteroaryl halides and heteroaryl boronic acids and esters

Highly efficient monophosphine-based catalyst for the palladium-catalyzed Suzuki-Miyaura reaction of heteroaryl halides and heteroaryl boronic acids and esters
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DOI:
10.1021/ja068577p
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发表时间:
2007-03-21
影响因子:
15
通讯作者:
Buchwald, Stephen L.
Buchwald, Stephen L.
中科院分区:
化学1区
文献类型:
--
作者:
Billingsley, Kelvin;Buchwald, Stephen L.

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本文报道了一种由钯预催化剂和单膦配体1或2组成的高效催化体系,用于杂芳基硼酸和酯的Suzuki-Miyaura偶联反应。该方法允许以良好至优异的产率制备各种杂联芳基,并且对于杂芳基氯化物以及受阻芳基和杂芳基卤化物的偶联显示出高水平的活性。还研究了控制某些杂环基序的转化功效的具体因素。
A highly active and efficient catalyst system derived from a palladium precatalyst and monophosphine ligands 1 or 2 for the Suzuki-Miyaura cross-coupling reaction of heteroaryl boronic acids and esters has been developed. This method allows for the preparation of a wide variety of heterobiaryls in good to excellent yields and displays a high level of activity for the coupling of heteroaryl chlorides as well as hindered aryl and heteroaryl halides. Specific factors that govern the efficacy of the transformation for certain heterocyclic motifs were also investigated.