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钯催化乙烯基铬(0)卡宾配合物的[3+3]环加成反应:通过卡宾迁移插入/Tsuji-Trost 反应。

Palladium-Catalyzed [3+3] Annulation of Vinyl Chromium(0) Carbene Complexes through Carbene Migratory Insertion/Tsuji-Trost Reaction.

机构信息

Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, China.

The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China.

出版信息

Angew Chem Int Ed Engl. 2017 Oct 9;56(42):13140-13144. doi: 10.1002/anie.201707590. Epub 2017 Sep 12.

DOI:10.1002/anie.201707590
PMID:28846174
Abstract

Vinyl chromium(0) Fischer carbene complexes were employed as the source of π-allylic palladium species for catalytic [3+3] annulation under palladium catalysis. Mechanistically, this transformation is proposed to involve carbene migratory insertion and intramolecular Tsuji-Trost reaction as the key steps. Substituted six-membered heterocyclic flavonones and quinolines are obtained, depending on the nucleophilic functional group on the coupling partners.

摘要

乙烯铬(0)费歇尔碳烯配合物被用作π-烯丙基钯物种的来源,用于钯催化下的[3+3]环化反应。从机理上看,这种转化涉及碳烯迁移插入和分子内 Tsuji-Trost 反应,这是关键步骤。根据偶联试剂上的亲核官能团,得到取代的六元杂环黄酮和喹啉。

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