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钴催化苯甲酰胺与含氟炔烃的C-H活化/环化反应：一条合成3-和4-氟烷基异喹啉酮的途径。

Cobalt-Catalyzed C-H Activation/Annulation of Benzamides with Fluorine-Containing Alkynes: A Route to 3- and 4-Fluoroalkylated Isoquinolinones.

作者信息

Kumon Tatsuya, Wu Jianyan, Shimada Miroku, Yamada Shigeyuki, Agou Tomohiro, Fukumoto Hiroki, Kubota Toshio, Hammond Gerald B, Konno Tsutomu

机构信息

Faculty of Molecular Chemistry and Engineering, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan.

Department of Materials Science, Ibaraki University, 4-12-1 Nakanarusawa, Hitachi 316-8511, Japan.

出版信息

J Org Chem. 2021 Apr 2;86(7):5183-5196. doi: 10.1021/acs.joc.1c00080. Epub 2021 Mar 16.

DOI:10.1021/acs.joc.1c00080
PMID:33725448
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8259111/
Abstract

The C-H activation/annulation reaction of various benzamides with fluoroalkylated alkynes in the presence of a Co(acac)·2HO catalyst proceeded very smoothly to give the corresponding 3- and 4-fluoroalkylated isoquinolinones in excellent yields with approximately 70% regioselectivities. These regioisomers could be successfully separated and obtained in pure form. Major or minor regioisomers were determined as 4- or 3-fluoroalkylated isoquinolinones, respectively, based on X-ray crystallographic analyses.

摘要

在Co(acac)·2H₂O催化剂存在下，各种苯甲酰胺与氟烷基化炔烃的C-H活化/环化反应进行得非常顺利，以优异的产率和大约70%的区域选择性得到相应的3-和4-氟烷基化异喹啉酮。这些区域异构体能够成功分离并以纯形式获得。根据X射线晶体学分析，主要或次要区域异构体分别被确定为4-或3-氟烷基化异喹啉酮。

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