Ligand-Enabled Sequential C(sp3)-H and C(sp2)-H Diolefination Reaction via Palladium Catalyst

被引：3
|
作者：
Wang, Yangyang [1 ]
Xu, Xiaobo [1 ]
Pang, Binghan [1 ]
Hao, Liqiang [1 ]
Wu, Gaorong [1 ]
Ji, Yafei [1 ]
机构：
[1] East China Univ Sci & Technol, Engn Res Ctr Pharmaceut Proc Chem, Sch Pharm, Minist Educ, Shanghai 200237, Peoples R China
来源：
ORGANIC LETTERS | 2022年 / 24卷 / 37期
基金：
中国国家自然科学基金;
关键词：
C-H ACTIVATION; BONDS; OLEFINATION; AMINATION; ARYLATION; AMIDES;
D O I：
10.1021/acs.orglett.2c02502
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Palladium-catalyzed sequential C(sp(3))-H and C(sp(2))-H bond diolefination reaction of o-toluidine has been realized for the first time using acetyl-protected aminoethyl phenyl thioether ligands. This novel reaction allows for preparation of the conjugated diene structure via an immediate second olefination on the basis of the first C(sp(3))-H olefination in one pot. Various triflyl-protected anilines and acrylates were used as coupling partners elegantly. Furthermore, the unpurified diolefination products can be easily converted to tetrahydroquinoline derivatives.
引用
收藏
页码：6734 / 6739
页数：6
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