Three‐Component Synthesis of β‐Ketosulfonamides via Visible‐Light‐Mediated Generation of Sulfamoyl Radicals
Year: 2024
Type: article
Abstract: In this study, we report a photoredox‐catalyzed, visible‐light‐mediated three‐component synthesis of β‐ketosulfonamides from silyl enol ethers, N ‐aminopyridinium salts, and the sulfur dioxide (SO 2 ) surrogate DABSO (1,4‐diazabicyclo[2.2.2]octane·bis (sulfur dioxide) adduct). Eosin Y is used as readily available and cost‐efficient organic photoredox catalyst. This method is based on the photochemical generation of sulfamoyl radicals as key intermediates from N ‐aminopyridinium salts as nitrogen radical precursors and DABSO as an easy‐to‐handle, solid SO 2 source. Trapping of the in situ‐generated sulfamoyl radicals with silyl enol ethers affords pharmaceutically relevant β‐ketosulfonamides in 63%–91% yields.
Source: ChemCatChem
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,330
OpenAlex ID: W4405720555