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Visible-light photocatalytic radical addition-translocation-cyclization to construct sulfonyl-containing azacycles.

Authors :
Liang YQ
Xu YX
Cai ZJ
Ji SJ
Source :
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2022 Sep 13; Vol. 58 (73), pp. 10206-10209. Date of Electronic Publication: 2022 Sep 13.
Publication Year :
2022

Abstract

Herein, a novel visible-light photocatalytic radical addition-translocation-cyclization (RATC) approach for the efficient synthesis of sulfonyl-containing azacycles is described. The reaction delivers a wide range of monocyclic, bicyclic and polycyclic azacycles by using easily prepared sodium sulfinates and N -homopropargylic amines as starting materials. Instead of the traditionally used toxic tin reagents and thermally hazardous azos in the RATC process, clean, renewable and sustainable visible light combined with a catalytic amount of photosensitizer is used in this process. Moreover, the successful transformation of some drug derivatives further highlights the potential application of this procedure.

Subjects

Subjects :
Catalysis
Cyclization
Amines
Light

Details

Language :
English
ISSN :
1364-548X
Volume :
58
Issue :
73
Database :
MEDLINE
Journal :
Chemical communications (Cambridge, England)
Publication Type :
Academic Journal
Accession number :
36000456
Full Text :
https://doi.org/10.1039/d2cc03799h