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Synthesis of Vinyl and 1,3‐Dienyl Sulfones Enabled by Photochemical Excitation of Halogen‐Bonding Complexes.

Authors :
Piedra, Helena F.
Valdés, Carlos
Plaza, Manuel
Source :
Advanced Synthesis & Catalysis. 3/19/2024, Vol. 366 Issue 6, p1422-1429. 8p.
Publication Year :
2024

Abstract

The photochemical catalyst‐free radical‐based synthesis of vinyl and 1,3‐dienyl sulfones is disclosed. Mechanistic investigations support that the transformations rely on a visible‐light‐promoted activation of a halogen‐bonding complex, which is formed between an alkenyl (or 1,3‐dienyl) bromide and a sodium sulfinate salt. The reactions exhibit a wide functional group tolerance (compatible with heteroatoms, electron‐withdrawing and electron‐donating groups), finding application in the structural modification of biologically relevant molecules. Eventually, a continuous flow protocol was developed to upscale these transformations. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
16154150
Volume :
366
Issue :
6
Database :
Academic Search Index
Journal :
Advanced Synthesis & Catalysis
Publication Type :
Academic Journal
Accession number :
176295549
Full Text :
https://doi.org/10.1002/adsc.202301381