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可见光诱导下烯烃和炔烃与含氟高价碘(III)试剂在无光催化剂条件下的二氟烷基化反应

Visible-Light-Induced Difluoroalkylation of Alkenes and Alkynes with Fluoro-Containing Hypervalent Iodane (III) Reagents Under Photo-Catalyst-Free Conditions.

作者信息

Liu Ruiyue, Zhou Ningning, Zhao Tingting, Zhang Ying, Wang Kun, Zhao Xia, Lu Kui

机构信息

China International Science and Technology Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science &Technology, Tianjin 300457, China.

College of Chemistry, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Tianjin Normal University, Tianjin 300387, China.

出版信息

J Org Chem. 2023 Jan 6;88(1):483-492. doi: 10.1021/acs.joc.2c02488. Epub 2022 Dec 23.

Abstract

A visible-light-induced difluoroalkylation of unactivated alkenes by fluoro-containing hypervalent iodine-based difluoroalkylation reagent was achieved for the first time under photo-catalyst-free conditions. Moreover, the same reaction conditions were applicable to the difluoroalkylation of alkynes to give the hydrodifluoroalkylation products in moderate to excellent yields. The readily available reagent, broad substrate scope, and photo-catalyst-free conditions make this protocol an efficient and environmental friendly method for the hydrodifluoroalkylation of alkenes and alkynes.

摘要

首次在无光催化剂条件下,实现了含氟高价碘基二氟烷基化试剂对未活化烯烃的可见光诱导二氟烷基化反应。此外,相同的反应条件适用于炔烃的二氟烷基化反应,能以中等到优异的产率得到氢二氟烷基化产物。这种易于获得的试剂、广泛的底物范围以及无光催化剂条件,使得该方法成为一种用于烯烃和炔烃氢二氟烷基化的高效且环境友好的方法。

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Blue Light Induced Difluoroalkylation of Alkynes and Alkenes.蓝光诱导的炔烃和烯烃的二氟烷基化反应
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