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Electrochemical Alkoxyhalogenation of Alkenes with Organohalides as the Halide Sources via Dehalogenation.

Authors :
Zhang TT
Luo MJ
Li Y
Song RJ
Li JH
Source :
Organic letters [Org Lett] 2020 Sep 18; Vol. 22 (18), pp. 7250-7254. Date of Electronic Publication: 2020 Aug 27.
Publication Year :
2020

Abstract

A general, ideal atom utilization electrochemical technology to enable alkene alkoxyhalogenation and organohalide dehalogenation in one pot is presented. This technology is highlighted by convergent strategy integrating several reactions, such as alkene alkoxyhalogenation, organohalide dehalogenation, and dehalogenation deuteration. Experimental data suggest that alkenes have the lowest oxidation potential, which lead to anodic conversion of the C═C bond to the radical cation intermediates, and cathodic transformations of organohalides, including alkyl and aryl halides, as the nucleophilic halogen sources.

Details

Language :
English
ISSN :
1523-7052
Volume :
22
Issue :
18
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
32852217
Full Text :
https://doi.org/10.1021/acs.orglett.0c02582