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光氧化还原催化的串联二氟烷基化和分子内环化反应构建氟化 γ-丁内酯。

Photoredox-Catalyzed Cascade Difluoroalkylation and Intramolecular Cyclization for Construction of Fluorinated γ-Butyrolactones.

机构信息

School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, Nanjing University , Nanjing 210093, China.

MaAnShan High-Tech Research Institute of Nanjing University , MaAnShan 238200, China.

出版信息

J Org Chem. 2017 Sep 15;82(18):9824-9831. doi: 10.1021/acs.joc.7b01279. Epub 2017 Aug 28.

Abstract

A cascade visible-light photocatalytic difluoroalkylation and intramolecular cyclization reaction has been developed for the synthesis of difluoroalkylated oxygen heterocycles. The reaction was carried out under very mild conditions, affording fluorinated isobenzofuran-1-ones, lactone, and cyclic ethers with up to 97% chemical yields. Furthermore, several types of bromofluoroalkane precursors bearing ester, keto, amido, and phosphate groups could all work very well in this reaction, which provides an easy method for the preparation of functionalized difluoroalkylated oxygen heterocycles.

摘要

已开发出一种级联可见光光催化二氟烷基化和分子内环化反应,用于合成二氟烷基化的氧杂环化合物。该反应在非常温和的条件下进行,以高达 97%的化学收率得到氟化异苯并呋喃-1-酮、内酯和环醚。此外,带有酯、酮、酰胺和磷酸盐基团的几种类型的溴氟烷烃前体在该反应中都能很好地反应,这为制备功能化的二氟烷基化氧杂环化合物提供了一种简便的方法。

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