Nickel-Catalyzed Hydroarylation of Alkynes under Reductive Conditions with Aryl Bromides and Water
Nickel-Catalyzed Hydroarylation of Alkynes under Reductive Conditions with Aryl Bromides and Water
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DOI：
10.1021/acs.joc.9b01556
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发表时间：
2019-09-20
影响因子：
3.6
通讯作者：
Wilger, Dale J.
中科院分区：
文献类型：
--
作者：
Barber, E. Ryan;Hynds, Hannah M.;Wilger, Dale J.
介绍了一种操作简单的镍催化炔烃氢芳基化反应。这种三组分偶联反应利用市售炔和芳基溴，以及水和锌。空气稳定且易于合成的Ni（II）预催化剂是该反应中使用的唯一非市售实体。当使用邻位取代基的芳基溴时，这种还原性交叉偶联反应显示出相当不寻常的反选择性。除了优化数据和初步的底物范围外，还使用了包括氘标记研究在内的补充实验来提供初步的催化机制。我们相信这一报告应该启发和告知其他镍催化的碳官能化反应。
An operationally simple nickel-catalyzed hydroarylation reaction for alkynes is described. This three component coupling reaction utilizes commercially available alkynes and aryl bromides, along with water and Zn. An air-stable and easily synthesized Ni(II) precatalyst is the only entity used in the reaction that is not commercially available. This reductive cross-coupling reaction displays a fairly unusual anti selectivity when aryl bromides with ortho substituents are used. In addition to optimization data and a preliminary substrate scope, complementary experiments including deuterium labeling studies are used to provide a tentative catalytic mechanism. We believe this report should inspire and inform other Ni-catalyzed carbofunctionalization reactions.