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镍催化亚乙烯基插入硅氢键的反应。

Nickel-catalyzed insertions of vinylidenes into Si-H bonds.

作者信息

Biswas Sourish, Pal Sudipta, Uyeda Christopher

机构信息

Department of Chemistry, Purdue University, 560 Oval Dr., West Lafayette, IN, USA.

出版信息

Chem Commun (Camb). 2020 Nov 25;56(91):14175-14178. doi: 10.1039/d0cc05970f. Epub 2020 Nov 3.

Abstract

A nickel-catalyzed reductive cyclization of 1,1-dichloroalkenyl silanes is reported. The products of this reaction are unsaturated five- or six-membered silacycles. Intermolecular variants are also described, providing access to trisubstituted vinyl silanes that are not accessible by alkyne hydrosilylation or sila-Heck-type processes. A variety of silanes can be utilized, including those that serve as nucleophilic partners in Hiyama cross-coupling reactions. Mechanistic studies using deuterium-labelled silanes are described.

摘要

报道了一种镍催化的1,1-二氯烯基硅烷的还原环化反应。该反应的产物是不饱和五元或六元硅杂环。还描述了分子间变体反应,可得到通过炔烃硅氢化或硅-赫克型反应无法得到的三取代乙烯基硅烷。可以使用多种硅烷,包括那些在日山交叉偶联反应中作为亲核伴侣的硅烷。描述了使用氘标记硅烷的机理研究。

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本文引用的文献

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Synthesis of Unsaturated Silyl Heterocycles an Intramolecular Silyl-Heck Reaction.不饱和硅杂环的合成——分子内硅-赫克反应
Organometallics. 2019 Oct 14;38(19):3796-3803. doi: 10.1021/acs.organomet.9b00498. Epub 2019 Sep 26.
3
Construction of Silicon-Containing Seven-Membered Rings by Catalytic [4 + 2 + 1] Cycloaddition through Rhodium Silylenoid.
Org Lett. 2020 Apr 17;22(8):2961-2966. doi: 10.1021/acs.orglett.0c00690. Epub 2020 Apr 2.
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Catalytic Reductive Vinylidene Transfer Reactions.催化还原烯丙基转移反应。
J Am Chem Soc. 2017 Aug 30;139(34):11686-11689. doi: 10.1021/jacs.7b05901. Epub 2017 Aug 17.

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