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Visible‐Light‐Promoted Oxy‐difluoroalkylation of Aryl Alkynes for the Synthesis of β ‐Fluoroenones and α ‐Difluoroalkyl Ketones
Author(s) -
Zhang Zhong,
Li Xiangqian,
Shi Dayong
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202100289
Subject(s) - chemistry , aryl , derivatization , potassium carbonate , base (topology) , visible spectrum , organic synthesis , combinatorial chemistry , carbonate , transformation (genetics) , potassium , catalysis , photochemistry , organic chemistry , alkyl , high performance liquid chromatography , optoelectronics , physics , mathematical analysis , biochemistry , mathematics , gene
A method for the selective synthesis of ( E )‐ β ‐fluoroenones and α ‐difluoroalkyl ketones have been achieved. By employing water as oxygen source, potassium carbonate as base, tetrasubstituted β ‐fluoroenones could be regio‐ and stereoselectively synthesized by oxy‐difluoroalkylation of alkynes under visible light irradiated with moderate to good yields. α‐Difluoroalkyl ketones could be obtained while using phenylpyridine as base. This transformation features mild condition, wide functional tolerance and step economy. The large‐scale transformations and further derivatization show its potential application in organic synthesis.

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