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可见光促进的串联双氟烷基化-酰胺化反应:从游离苯胺制备双氟吲哚酮。

Visible-Light-Promoted Tandem Difluoroalkylation-Amidation: Access to Difluorooxindoles from Free Anilines.

机构信息

School of Energy Science and Engineering, University of Electronic Science and Technology of China , 2006 Xiyuan Avenue, West High-Tech Zone, Chengdu, Sichuan 611731, China.

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, China.

出版信息

J Org Chem. 2017 Apr 7;82(7):3943-3949. doi: 10.1021/acs.joc.7b00111. Epub 2017 Mar 24.

Abstract

An efficient and synthetically convenient method for the synthesis of 3,3-difluoro-2-oxindole through a visible-light-induced photoredox difluoromethylation-amidation is described. The process can generate a broad range of difluorooxindoles using bromodifluoroacetate and broadly available free anilines. The wide range of substrate tolerance and mild reaction conditions make this transformation a highly valuable method in applications for drug discovery and development.

摘要

本文描述了一种通过可见光诱导的光氧化还原双氟甲基化-酰胺化反应高效、简便地合成 3,3-二氟-2-氧吲哚的方法。该方法可以使用溴代二氟乙酸盐和广泛可用的游离苯胺生成广泛的二氟代氧吲哚。该转化具有广泛的底物耐受性和温和的反应条件,使其成为药物发现和开发应用中极具价值的方法。

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