Copper-Catalyzed Hiyama Coupling of (Hetero)aryltriethoxysilanes with (Hetero)aryl Iodides

Copper-Catalyzed Hiyama Coupling of (Hetero)aryltriethoxysilanes with (Hetero)aryl Iodides
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DOI:
10.1021/ol402701x
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发表时间:
2013-10-18
期刊:
影响因子:
5.2
通讯作者:
Giri, Ramesh
Giri, Ramesh
中科院分区:
化学1区
文献类型:
--
作者:
Gurung, Santosh K.;Thapa, Surendra;Giri, Ramesh

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实现了Cu催化的Hiyama偶联,其在不存在用于芳基-杂芳基和杂芳基-杂芳基偶联的辅助配体的情况下进行。需要P,N-配体以获得芳基-芳基偶联的最佳产物产率。除了促进transmetalation,CsF也被发现作为一种稳定剂的[CuAr]物种,可能产生的中间体transmetalation后的芳基三乙氧基硅烷与铜催化剂在辅助配体的情况下。
A Cu-catalyzed Hiyama coupling was achieved, which proceeds in the absence of an ancillary ligand for aryl-heteroaryl and heteroaryl-heteroaryl couplings. A P,N-ligand is required to obtain the best product yields for aryl-aryl couplings. In addition to facilitating transmetalation, CsF is also found to function as a stabilizer of the [CuAr] species, potentially generated as an intermediate after transmetalation of aryltriethoxysilanes with Cu-catalysts in the absence of ancillary ligands.