DABCO‐Mediated Photoelectrochemical Three‐Component Sulfonocyclization of 3‐Aza‐1,5‐dienes

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 2, 2024

Comprehensive Summary Herein, we report a rare example of three‐component net‐oxidative sulfonylation SO 2 surrogate with an oxidatively activated radical precursor under mild and metal‐ external‐oxidant‐free conditions. The mildness sustainability the reaction are enabled by photoelectrocatalysis, 3‐aza‐1,5‐dienes, organotrifluoroborates 1,4‐diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) undergo sulfonylative cyclization to afford sulfono 4‐pyrrolin‐2‐ones in atom‐economical manner broad substrate scope good functional‐group tolerance. protocol is amenable late‐stage diversification complex molecular architectures as well gram‐scale synthesis. Sunlight could be used light source, conducted all‐solar mode using commercially available photovoltaic panel generate electricity situ . Mechanistic studies reveal that generated (DABCO), which was generally innocent previous reactions, functions electron shuttle between photocatalytic cycle reactants.

Language: Английский

Catalyst-Free Radical Carbosulfonylation of Enamides with Indoles, Aryldiazonium Tetrafluoroborates, and DABCO·(SO₂)₂

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 23, 2024

Herein, we have developed a catalyst-free four-component carbosulfonylation of enamides involving indoles, DABCO·(SO

Language: Английский

Na₂CO₃-Promoted Synthesis of Thiocarbamates from Isocyanates and Thiols under Mild Conditions

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(31), P. 6277 - 6281

Published: Jan. 1, 2024

A method for the synthesis of thiocarbamates catalyzed by Na 2 CO 3 from isocyanates and thiols was developed, possible mechanism proposed. This has advantages high yield, good tolerance, atom economy mild conditions.

Language: Английский