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铁催化的芳族酮与亚甲基环丙烷的邻位C-H高烯丙基化反应

Iron-Catalyzed Ortho C-H Homoallylation of Aromatic Ketones with Methylenecyclopropanes.

作者信息

Kimura Naoki, Katta Shiori, Kitazawa Yoichi, Kochi Takuya, Kakiuchi Fumitoshi

机构信息

Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.

出版信息

J Am Chem Soc. 2021 Mar 31;143(12):4543-4549. doi: 10.1021/jacs.1c00237. Epub 2021 Mar 17.

DOI:10.1021/jacs.1c00237
PMID:33729786
Abstract

We report here a C-H homoallylation reaction of aromatic ketones with methylenecyclopropanes (MCPs) only using a catalytic amount of Fe(PMe). A variety of aromatic ketones and MCPs are applicable to the reaction to form ortho-homoallylated aromatic ketones selectively via regioselective scission of the three-membered rings. The homoallylated products are amenable to further elaborations, providing functionalized 1,2-dihydronaphthalenes.

摘要

我们在此报告一种仅使用催化量的Fe(PMe)使芳族酮与亚甲基环丙烷(MCPs)发生C-H高烯丙基化反应。多种芳族酮和MCPs可用于该反应,通过三元环的区域选择性断裂选择性地形成邻位高烯丙基化芳族酮。这些高烯丙基化产物易于进一步衍生化,可得到功能化的1,2-二氢萘。

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