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Merging Distal Alkynyl Migration and Photoredox Catalysis for Radical Trifluoromethylative Alkynylation of Unactivated Olefins

Disclosed herein is a novel, redox‐neutral protocol for the visible‐light‐induced radical alkynylation of unactivated olefins. The intramolecular migration of an alkynyl group, by cleaving an inert C−C σ bond, is realized for the first time. A wide range of synthetically useful trifluoroethylated li... Full description

Journal Title: Angewandte Chemie International Edition 10 April 2017, Vol.56(16), pp.4545-4548
Main Author: Xu, Yan
Other Authors: Wu, Zhen , Jiang, Jingxing , Ke, Zhuofeng , Zhu, Chen
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 1433-7851 ; E-ISSN: 1521-3773 ; DOI: 10.1002/anie.201700413
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recordid: wj10.1002/anie.201700413
title: Merging Distal Alkynyl Migration and Photoredox Catalysis for Radical Trifluoromethylative Alkynylation of Unactivated Olefins
format: Article
creator:
  • Xu, Yan
  • Wu, Zhen
  • Jiang, Jingxing
  • Ke, Zhuofeng
  • Zhu, Chen
subjects:
  • Alkynes
  • Olefins
  • Photoredox Catalysis
  • Radicals
  • Trifluoromethylation
ispartof: Angewandte Chemie International Edition, 10 April 2017, Vol.56(16), pp.4545-4548
description: Disclosed herein is a novel, redox‐neutral protocol for the visible‐light‐induced radical alkynylation of unactivated olefins. The intramolecular migration of an alkynyl group, by cleaving an inert C−C σ bond, is realized for the first time. A wide range of synthetically useful trifluoroethylated linear alkynes are readily obtained under mild reaction conditions. : A redox‐neutral protocol for the visible‐light catalyzed radical alkynylation of unactivated olefins is disclosed. The intramolecular migration of an alkynyl group, by cleaving an inert C−C σ bond, is realized for the first time. A broad range of synthetically useful trifluoroethylated linear alkynes are efficiently produced under mild reaction conditions.
language: eng
source:
identifier: ISSN: 1433-7851 ; E-ISSN: 1521-3773 ; DOI: 10.1002/anie.201700413
fulltext: fulltext
issn:
  • 1433-7851
  • 14337851
  • 1521-3773
  • 15213773
url: Link


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titleMerging Distal Alkynyl Migration and Photoredox Catalysis for Radical Trifluoromethylative Alkynylation of Unactivated Olefins
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subjectAlkynes ; Olefins ; Photoredox Catalysis ; Radicals ; Trifluoromethylation
descriptionDisclosed herein is a novel, redox‐neutral protocol for the visible‐light‐induced radical alkynylation of unactivated olefins. The intramolecular migration of an alkynyl group, by cleaving an inert C−C σ bond, is realized for the first time. A wide range of synthetically useful trifluoroethylated linear alkynes are readily obtained under mild reaction conditions. : A redox‐neutral protocol for the visible‐light catalyzed radical alkynylation of unactivated olefins is disclosed. The intramolecular migration of an alkynyl group, by cleaving an inert C−C σ bond, is realized for the first time. A broad range of synthetically useful trifluoroethylated linear alkynes are efficiently produced under mild reaction conditions.
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titleMerging Distal Alkynyl Migration and Photoredox Catalysis for Radical Trifluoromethylative Alkynylation of Unactivated Olefins
descriptionDisclosed herein is a novel, redox‐neutral protocol for the visible‐light‐induced radical alkynylation of unactivated olefins. The intramolecular migration of an alkynyl group, by cleaving an inert C−C σ bond, is realized for the first time. A wide range of synthetically useful trifluoroethylated linear alkynes are readily obtained under mild reaction conditions. : A redox‐neutral protocol for the visible‐light catalyzed radical alkynylation of unactivated olefins is disclosed. The intramolecular migration of an alkynyl group, by cleaving an inert C−C σ bond, is realized for the first time. A broad range of synthetically useful trifluoroethylated linear alkynes are efficiently produced under mild reaction conditions.
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titleMerging Distal Alkynyl Migration and Photoredox Catalysis for Radical Trifluoromethylative Alkynylation of Unactivated Olefins
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abstractDisclosed herein is a novel, redox‐neutral protocol for the visible‐light‐induced radical alkynylation of unactivated olefins. The intramolecular migration of an alkynyl group, by cleaving an inert C−C σ bond, is realized for the first time. A wide range of synthetically useful trifluoroethylated linear alkynes are readily obtained under mild reaction conditions. : A redox‐neutral protocol for the visible‐light catalyzed radical alkynylation of unactivated olefins is disclosed. The intramolecular migration of an alkynyl group, by cleaving an inert C−C σ bond, is realized for the first time. A broad range of synthetically useful trifluoroethylated linear alkynes are efficiently produced under mild reaction conditions.
doi10.1002/anie.201700413
orcididhttp://orcid.org/0000-0002-4548-047X
pages4545-4548
date2017-04-10