Effect of Transition Metals on Chemodivergent Cross-Coupling of Acrylamides with Vinyl Acetate via C-H Activation

被引：14
|
作者：
Logeswaran, Ravichandran [1 ]
Jeganmohan, Masilamani [1 ]
机构：
[1] Indian Inst Technol Madras, Dept Chem, Chennai 600036, Tamil Nadu, India
来源：
ORGANIC LETTERS | 2021年 / 23卷 / 15期
关键词：
ELECTRON-DEFICIENT ALKENES; ALLYL ACETATE; EFFICIENT; ACCESS; ALKENYLATION; OLEFINATION; BONDS; ACTIVATION/ANNULATION; FUNCTIONALIZATION; 7-AZAINDOLES;
D O I：
10.1021/acs.orglett.1c01797
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel chemodivergent cross-coupling of acrylamides and vinyl acetates has been realized via metal-catalyzed vinylic C-H activation. The selective olefinic C-H vinylation and alkenylation reaction was examined with a variety of differently functionalized acrylamides. The reaction efficiently generates a range of highly synthetically valuable butadienes with good functional group tolerance in good to moderate yields. A possible catalytic reaction mechanism involving the chelation-assisted olefinic C-H activation via an acetate-assisted deprotonation pathway is proposed.
引用
收藏
页码：5679 / 5683
页数：5
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