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Photoinduced Construction of a Benzothienopyridine- S,S -dioxide Framework Enabled by Polychloropyridyl Multifunctional Motifs.

Authors :
Wang ZJ
Zheng Y
Tang K
Guan JP
Ye ZP
He JT
Xiao JA
Chen K
Xiang HY
Yang H
Source :
The Journal of organic chemistry [J Org Chem] 2022 Apr 01; Vol. 87 (7), pp. 4732-4741. Date of Electronic Publication: 2022 Mar 22.
Publication Year :
2022

Abstract

Reported herein is a visible-light-induced, catalyst-free intramolecular cyclization of 4-phenylsulfonyl-2,3,5,6-tetrachloropyridine, leading to rapid assembly of a series of unprecedented benzo[4,5]thieno[3,2- c ]pyridine 5,5-dioxide scaffolds under mild conditions. The rational introduction of a perchloropyridin-4-yl module significantly facilitated this photoinduced process and offers a versatile platform for broad structural variation. Mechanistic studies revealed that a newly identified charge-transfer complex with carbonate is crucial to this photoinduced process.

Details

Language :
English
ISSN :
1520-6904
Volume :
87
Issue :
7
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
35317557
Full Text :
https://doi.org/10.1021/acs.joc.2c00029