CoIII-Catalyzed C-H Alkenylation and Allylation with Cyclopropenes via Sequential C-H/C-C Bond Activation

被引：9

作者：

Kim, Ye Lim ^{[1
]}

Park, Sun-a ^{[1
]}

Choi, Seoung-Mi ^{[1
]}

Park, Jong-Un ^{[1
]}

Kim, Ju Hyun ^{[1
]}

机构：

[1] Gyeongsang Natl Univ, Res Inst Nat Sci, Dept Chem BK21 FOUR, Jinju 52828, South Korea

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 17期

基金：

新加坡国家研究基金会;

关键词：

FUNCTIONALIZATION; ACCESS; ARENES;

D O I：

10.1021/acs.orglett.1c02219

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An atom-economical strategy for the C-H alkenylation and C-H allylation of arenes by employing cyclopropenes as versatile alkenylating and allylating reagents is reported, catalyzed by cobalt. The Co-catalyzed C-H alkenylation process involves sequential C-H and C-C bond cleavage. Under the optimized conditions, broad-ranging alkenylated (hetero)arenes were synthesized with complete (E)-stereoselectivity (up to 91%). The consecutive C-H allylation proved viable under basic conditions via double-bond migration of the initially generated alkenyl (hetero)arenes, thus leading to allylated (hetero)arenes with high stereoselectivity of olefin (E/Z ratio = 91:9 to 100:0).

引用

页码：6674 / 6679

页数：6

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