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Photo-induced 1,2-carbohalofunctionalization of C-C multiple bonds via ATRA pathway.

Authors :
Bag D
Kour H
Sawant SD
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2020 Nov 07; Vol. 18 (41), pp. 8278-8293. Date of Electronic Publication: 2020 Oct 02.
Publication Year :
2020

Abstract

Radical vicinal carbohalofunctionalization of C-C multiple bonds via atom transfer processes constitutes an efficient method for the construction of halogenated building blocks with complete atom economy via radical cleavage of a pre-existing carbon-halogen σ-bond of an atom transfer reagent and their transposition over the π-bond of alkenes and alkynes. This review summarizes the recent advances in the photo-induced version of this class of transformations. A variety of transition-metal complexes, organic dyes, phosphines, amines, phenols and aldehydes were utilized as catalysts for the cleavage of the existing carbon-halogen bond of the corresponding atom transfer reagent in the presence of a light source. Alongside a variety of 1,2-haloalkylation and haloperfluoroalkylation reactions, atom transfer radical addition (ATRA) or cyclization (ATRC) reactions via the cleavage of the carbon-halogen bonds of aryl halides are also discussed.

Details

Language :
English
ISSN :
1477-0539
Volume :
18
Issue :
41
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
33006347
Full Text :
https://doi.org/10.1039/d0ob01454k