期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 26, 期 8, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202201179
关键词
benzoic acid; C-H activation; Fujiwara-Moritani; traceless directing group; unactivated alkene
Here we report a rhodium-catalyzed Fujiwara-Moritani-type reaction of unactivated terminal alkenes and benzoic acid derivatives bearing electron donating residues under mild conditions. The acid functionality acts as a traceless directing group delivering products alkenylated in meta-position to the electron donating substituent. The new C-C bond is formed to the C2 of the terminal olefin, in contrast to similar reported transformations. Initial mixtures of exo- and endo-double bond isomers can be efficiently isomerized to the more stable endo-products.
Herein we report, a rhodium-catalyzed Fujiwara-Moritani-type reaction of unactivated terminal alkenes and benzoic acid derivatives bearing electron donating residues under mild conditions. The acid functionality acts as a traceless directing group delivering products alkenylated in meta-position to the electron donating substituent in contrast to the usually obtained ortho- and para-substitution in Friedel-Crafts-type reactions. Remarkably, the new C-C bond is formed to the C2 of the terminal olefin, in contrast to similar reported transformations. Initially formed mixtures of exo- and endo-double bond isomers can be efficiently isomerized to the more stable endo-products.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据