Palladium-Catalyzed Sequential Three-Component Cross-Coupling to 1,3-Dienes: Employing Alkenes as Hydride and Alkenyl Donors

被引：3
|
作者：
Fang, Songjia [1 ]
Ling, Hongling [1 ]
Zeng, Caijin [1 ]
Li, Meng [1 ]
Jiang, Huanfeng [1 ]
Wu, Wanqing [1 ]
机构：
[1] South China Univ Technol, Sch Chem & Chem Engn, State Key Lab Luminescent Mat & Devices, Guangzhou 510640, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 19期
基金：
中国国家自然科学基金;
关键词：
BOND FORMATION; HECK REACTION; STEREOSELECTIVE-SYNTHESIS; HIGHLY EFFICIENT; BASE-FREE; ALKYNYLATION; ACRYLATES; ALKYNES; METAL; REGIOSELECTIVITY;
D O I：
10.1021/acs.joc.2c01406
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
This report discloses a novel Pd-catalyzed sequential three-component multiple reaction of alkenes, bromoalkynes, and boronic acids using alkenes as hydride and alkenyl donors, leading to highly stereoselective assembly of (Z,E)-1,3-diene derivatives. Mechanistic studies demonstrate that the generation and reutilization of palladium hydride species are critical to the success of this transformation. In addition, the good functional group compatibility, late-stage modification, and investigation of photophysical properties of 1,3-diene products illustrate the synthetic value of this strategy.
引用
收藏
页码：12816 / 12830
页数：15
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