Aminoquinoline-assisted vinylic C-H arylation of unsubstituted acrylamide for the selective synthesis of Z olefins

被引：25
|
作者：
Cheng, Xiuzhi [1 ]
Chen, Zhen [1 ]
Gao, Yadong [1 ]
Xue, Fengtian [2 ]
Jiang, Chao [1 ]
机构：
[1] Nanjing Univ Sci & Technol, Sch Chem Engn, Dept Pharmaceut Engn, Nanjing 210094, Jiangsu, Peoples R China
[2] Univ Maryland, Sch Pharm, Dept Pharmaceut Sci, 20 Penn St, Baltimore, MD 21201 USA
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 12期
基金：
中国国家自然科学基金;
关键词：
PALLADIUM-CATALYZED ARYLATION; UNACTIVATED C(SP(3))-H BONDS; STEREOSELECTIVE-SYNTHESIS; ORTHO-C(SP(2))-H BONDS; DIRECTED ALKYLATION; EFFICIENT SYNTHESIS; ACID DERIVATIVES; Z-ALKENES; FUNCTIONALIZATION; ACTIVATION;
D O I：
10.1039/c6ob00164e
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A method for Pd-catalyzed, aminoquinoline-directed arylation of vinylic C-H bonds with aryl iodides has been developed. This reaction represents a rare example of Pd-catalyzed vinylic C-H functionalization of unsubstituted acrylamide, allowing for the highly regio-and stereoselective preparation of Z-olefins. High tolerance to functional groups is observed with good yields and excellent selectivity. It offers a complementary synthetic method to traditional pathways for Z-olefins.
引用
收藏
页码：3298 / 3306
页数：9
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