Atom-Economical Ni-Catalyzed Diborylative Cyclization of Enynes: Preparation of Unsymmetrical Diboronates

Atom-Economical Ni-Catalyzed Diborylative Cyclization of Enynes: Preparation of Unsymmetrical Diboronates
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DOI:
10.1021/acs.orglett.9b02485
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发表时间:
2019-08-16
期刊:
影响因子:
5.2
通讯作者:
Cardenas, Diego J.
Cardenas, Diego J.
中科院分区:
化学1区
文献类型:
--
作者:
Cabrera-Lobera, Natalia;Quiros, M. Teresa;Cardenas, Diego J.

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我们报道了镍催化的烯炔的二硼化环化反应,得到了含有烷基和烯基硼酸酯的碳环和杂环。该反应是完全原子经济的,显示了广泛的范围,并采用了一个强大的和廉价的催化镍基系统。反应机理似乎涉及在二硼试剂活化之前通过烯炔的氧化环化由Ni(0)活化烯炔。首次合成了双核双金属Ni(I)中间体配合物。
We report a Ni-catalyzed diborylative cyclization of enynes that affords carbo- and heterocycles containing both alkyl- and alkenylboronates. The reaction is fully atom-economical, shows a broad scope, and employs a powerful and inexpensive catalytic Ni-based system. The reaction mechanism seems to involve activation of the enyne by Ni(0) through oxidative cyclometalation of the enyne prior to diboron reagent activation. An unprecedented dinuclear bis(organometallic) Ni(I) intermediate complex was isolated.