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