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光氧化还原催化的烯烃的氧/胺氟烷基化环化反应。

Photoredox-Catalyzed Oxy-/Aminofluoroalkylative Cyclization of Alkenes.

机构信息

School of Pharmaceutical Sciences, Gannan Medical University, Ganzhou, 341000, Jiangxi Province, P. R. China.

School of Pharmacy, University of Wisconsin-Madison, Madison, Wisconsin 53705, United States.

出版信息

J Org Chem. 2020 Apr 17;85(8):5590-5597. doi: 10.1021/acs.joc.0c00457. Epub 2020 Apr 3.

Abstract

Here we describe a photoredox-catalyzed oxy-/aminofluoroalkylative cyclization of alkenes for coupling available -I reagents to generate fluoroalkylated 2,3-dihydrobenzofuran and indolin derivatives with good to excellent yields under mild conditions. A wide range of functional groups are tolerated. The mechanistic investigation of radical trapping and cyclic voltammetry experiments proposed that a radical/SET (single electron transfer) pathway proceeded in this reaction.

摘要

在这里,我们描述了一种光氧化还原催化的烯烃的氧/氨基氟烷基化环化反应,用于在温和条件下通过耦合可用的-I 试剂生成氟烷基化的 2,3-二氢苯并呋喃和吲哚啉衍生物,产率良好至优秀。该反应能容忍广泛的官能团。自由基捕获和循环伏安实验的机理研究表明,该反应经历了自由基/SET(单电子转移)途径。

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