Issue 17, 2021

Photoredox initiated azole-nucleophilic addition: oxo-azolation of gem-difluoroalkenes

Abstract

A mild and general protocol for photoredox initiated oxo-azolation of gem-difluoroalkenes has been demonstrated. The reaction strategy offers a facile access to a series of synthetically useful azolated difluoroacetonarenes that may have significant applications in drug and functional materials development. The reaction also tolerates a wide range of functional groups for further manipulation. In addition, a preliminary mechanistic study indicated a photoredox initiated, active oxygen participated single electron transfer pathway for the reaction. Finally, the reaction solvent could be easily recovered and reused with the same reaction efficiency.

Graphical abstract: Photoredox initiated azole-nucleophilic addition: oxo-azolation of gem-difluoroalkenes

Supplementary files

Article information

Article type
Research Article
Submitted
07 May 2021
Accepted
10 Jun 2021
First published
18 Jun 2021

Org. Chem. Front., 2021,8, 4871-4877

Photoredox initiated azole-nucleophilic addition: oxo-azolation of gem-difluoroalkenes

X. Wu, G. Ma, X. Peng, Z. Ning, Z. Lin, X. Chen, Y. Tang and P. Feng, Org. Chem. Front., 2021, 8, 4871 DOI: 10.1039/D1QO00701G

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