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可见光促进的 C-I 二氟烯丙基化反应:α-氨基烷基自由基作为媒介。

Visible-Light-Mediated C-I Difluoroallylation with an α-Aminoalkyl Radical as a Mediator.

机构信息

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Frontiers Science Center for New Organic Matter, Nankai University, Tianjin 300071, People's Republic of China.

出版信息

Org Lett. 2021 Sep 17;23(18):7306-7310. doi: 10.1021/acs.orglett.1c02905. Epub 2021 Sep 8.

Abstract

Herein, we report a protocol for direct visible-light-mediated C-I difluoroallylation reactions of α-trifluoromethyl arylalkenes with alkyl iodides at room temperature with an α-aminoalkyl radical as a mediator. The protocol permits efficient functionalization of various α-trifluoromethyl arylalkenes with cyclic and acyclic primary, secondary, and tertiary alkyl iodides and is scalable to the gram level. This mild protocol uses an inexpensive mediator and is suitable for late-stage functionalization of complex natural products and drugs.

摘要

在此,我们报告了一种在室温下使用α-氨基烷基自由基作为介体,通过可见光直接介导的α-三氟甲基芳基烯与碘代烷基的 C-I 二氟烯丙基化反应的方案。该方案允许各种α-三氟甲基芳基烯与环状和非环状伯、仲和叔碘代烷基进行有效的官能化,并且可以扩大到克级规模。该温和的方案使用了一种廉价的介体,适用于复杂天然产物和药物的后期官能化。

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