Negishi coupling of secondary alkylzinc halides with aryl bromides and chlorides.

Negishi coupling of secondary alkylzinc halides with aryl bromides and chlorides.
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继发烷基卤化物与芳基溴化物和氯化物的否偶联。

DOI:
10.1021/ja902046m
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发表时间:
2009-06-10
影响因子:
15
通讯作者:
Buchwald SL
Buchwald SL
中科院分区:
化学1区
文献类型:
--
作者:
Han C;Buchwald SL

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开发了一种有效的钯催化方法用于仲烷基卤化锌与空间和电子要求高的芳基溴和活化芳基氯的Negishi偶联。由新的联芳基二烷基膦配体CPhos组成的钯催化剂相对于不期望的β-氢化物消除途径有效地促进还原消除步骤。一般的底物范围和所需的次级与不需要的初级偶联产物的优异比率使该方法成为用于C(sp3)-C(sp2)键形成的强大且可靠的工具。
An efficient palladium-catalyzed process has been developed for Negishi coupling of secondary alkylzinc halides and sterically and electronically demanding aryl bromides and activated aryl chlorides. The palladium catalyst composed of a new biaryldialkylphosphine ligand, CPhos, effectively promotes the reductive elimination step relative to the undesired β-hydride elimination pathway. The general substrate scope and excellent ratio of the desired secondary to the undesired primary coupling product make this method a powerful and reliable tool for C(sp3)-C(sp2) bond formation.
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影响因子: 18.3
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期刊: ORGANIC LETTERS
影响因子: 5.2
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