Tetrahedron letters2022，Vol.974.DOI:10.1016/j.tetlet.2022.153782

Visible-light promoted cross-coupling of ethyl iododifluoroacetate with silyl enol ethers for the synthesis of ?-fluoroenones via noncovalent interactions

Wang, Pan He, Chun-Yang Li, Xuefei Huang, Qi-Ping Li, Wei-Piao Li, Rui Zhao, Liang Wang, Hao-Yang
Tetrahedron letters2022，Vol.974.DOI:10.1016/j.tetlet.2022.153782
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  • NSTL
  • Elsevier

Visible-light promoted cross-coupling of ethyl iododifluoroacetate with silyl enol ethers for the synthesis of ?-fluoroenones via noncovalent interactions

Wang, Pan 1He, Chun-Yang 1Li, Xuefei 1Huang, Qi-Ping 1Li, Wei-Piao 1Li, Rui 1Zhao, Liang 1Wang, Hao-Yang2
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作者信息

  • 1. Zunyi Med Univ
  • 2. Chinese Acad Sci
  • 折叠

Abstract

Monofluoroalkene is an important motif in drug development as it serves as an ideal mimic of peptide amide bond. Herein, a visible light promoted cross-coupling of ethyl iododifluoroacetate with silyl enol ethers for the synthesis of fl-fluoroenones is presented. The transformation was mediated by non-covalent interactions, in which solvent acts as an electron donor. This protocol can also be applied for the synthesis of a, fl-polyfluoroenones. The advantages of this protocol are mild reaction conditions, excellent functional group tolerance, synthetic flexibility, and operational simplicity. (c) 2022 Elsevier Ltd. All rights reserved.

Key words

fl-Fluoroenones/Noncovalent interactions/Visible light promoted/Radical addition/FLUOROOLEFIN DIPEPTIDE ISOSTERES/ARYL BORONIC ACIDS/OXIDATIVE TRIFLUOROMETHYLATION/FLUOROALKYLATION REACTIONS/PEPTIDE ISOSTERES/DIFLUOROALKYLATION/FLUORINE/HETEROARENES/ALKENES/DIFLUOROMETHYLATION

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出版年

2022
Tetrahedron letters

Tetrahedron letters

CCR
ISSN：0040-4039
被引量3
参考文献量77
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