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Visible-Light-Induced Synthesis of Alkylsulfonated Isoquinolinones from 2-Aryl Indoles/Benzimidazoles through Insertion of Sulfur Dioxide.

Authors :
Liu XQ
Guo Y
Yu WQ
Xiong B
Huang PF
Tang KW
Liu Y
Source :
The Journal of organic chemistry [J Org Chem] 2023 Jul 07; Vol. 88 (13), pp. 9293-9305. Date of Electronic Publication: 2023 Jun 07.
Publication Year :
2023

Abstract

A visible-light-induced three-component reaction of 2-aryl indoles/benzimidazoles, Hantzsch esters, and sodium pyrosulfite through a radical cascade cyclization process with the insertion of sulfur dioxide is described. It provides a novel and powerful way for the synthesis of alkylsulfonated isoquinolinones. Hantzsch esters and Na <subscript>2</subscript> S <subscript>2</subscript> O <subscript>5</subscript> are employed as alkyl radical precursors and SO <subscript>2</subscript> surrogate, respectively. This transformation exhibits good functional group tolerance and substrate applicability under mild conditions.

Details

Language :
English
ISSN :
1520-6904
Volume :
88
Issue :
13
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
37284734
Full Text :
https://doi.org/10.1021/acs.joc.3c00863