Dual Catalysis Relay: Coupling of Aldehydes and Alkenes Enabled by Visible-Light and NHC-Catalyzed Cross-Double C-H Functionalizations

被引：57

作者：

Liu, Ming-Shang ^{[1
,2
]}

Min, Lin ^{[1
,2
]}

Chen, Bi-Hong ^{[1
,2
]}

Shu, Wei ^{[1
,2
]}

机构：

[1] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China

[2] Southern Univ Sci & Technol, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China

来源：

ACS CATALYSIS | 2021年 / 11卷 / 15期

关键词：

dual catalysis relay; cross-dehydrogenative coupling; NHC catalysis; visible-light catalysis; radical-radical coupling; N-HETEROCYCLIC CARBENE; PHOTOREDOX; ORGANOCATALYSIS; ALKYLATION; STRATEGY; BONDS;

D O I：

10.1021/acscatal.1c02890

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Direct functionalizations of two distinct inert C-H bonds represent the most ideal ways to construct C-C bonds. Herein, we report an intermolecular vinylation of aldehydes using alkenes as the vinylating reagents through sequential two-fold C-H functionalizations. The merging of visible light and N-heterocyclic carbene catalysis allows for the coupling of alkenes with aldehydes through a dual catalysis relay enabled cross-dehydrogenative coupling mechanism. The use of diphenoquinone is essential for the success of this reaction, which plays an intriguing two-fold role in the reaction, as an electron acceptor as well as a radical reservoir for the radical coupling enabling the C-C forming process.

引用

页码：9715 / 9721

页数：7

共 62 条

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