Palladium-catalyzed oxidative Heck reaction of non-activated alkenes directed by fluorinated alcohol

被引：5

作者：

Zhu, Baiyao ^{[1
]}

Li, Zhewei ^{[2
]}

Chen, Fulin ^{[1
]}

Xiong, Wenfang ^{[1
]}

Tan, Xiaobin ^{[1
]}

Lei, Ming ^{[2
]}

Wu, Wanqing ^{[1
]}

Jiang, Huanfeng ^{[1
]}

机构：

[1] South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Peoples R China

[2] Beijing Univ Chem Technol, Coll Chem, Inst Computat Chem, State Key Lab Chem Resource Engn, Beijing 100029, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2022年 / 58卷 / 91期

关键词：

SUBSTITUTION-REACTIONS; UNACTIVATED ALKENES; ARYLBORONIC ACIDS; VINYL ETHERS; BASE-FREE; ARYL; ARYLATION; OLEFINATION; CONSTRUCTION; HALIDES;

D O I：

10.1039/d2cc04921j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel, Pd-catalyzed oxidative Heck reaction of non-activated alkenes synergistically directed by bifunctional groups has been developed firstly by using O-2 as a green oxidant, yielding the oxidative Heck products with excellent yields in a regio- and stereoselective manner. This bifunctional synergistic activation mechanism was demonstrated by experimental analysis and detailed computational studies, wherein the hydroxyl group directs the migratory insertion of the alkenes and the trifluoromethyl group facilitates the subsequent beta-H elimination and reductive elimination. Moreover, a pesticidal active compound was synthesized using the bifunctional synergistically directed C-H arylation as the key step, which demonstrated its synthetic utility.

引用

页码：12688 / 12691

页数：4

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