Formate‐Mediated Synthesis of β‐Hydroxysulfides from Olefins and Thiosulfonates via EDA Complex Strategy under Visible Light Irradiation in Air

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(23), P. 3129 - 3134

Published: Aug. 13, 2024

Comprehensive Summary A visible‐light‐induced and efficient one‐pot synthesis of β ‐hydroxysulfides from olefins, thiosulfonates HCOOCs using an EDA complex strategy under air atmosphere at room temperature has been disclosed. plausible radical involved mechanism is proposed. During the reaction process, formates play a crucial role: first, as donors in complex; second, providers hydrogen source; third, by generating CO 2 •– to reduce peroxide intermediates, leading formation ‐hydroxysulfides. In contrast previously reported thiol‐oxygen co‐oxidation reactions, this simple sustainable approach features mild conditions, operational simplicity, odorless excellent functional group tolerance.

Language: Английский

Bifunctionalization of α-Bromophenone: An Access to Functionalized β-Keto Thiosulfones

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 12, 2024

A simple and high-yielding strategy to produce a variety of β-keto sulfides using asymmetrical symmetrical thiosulfonates with ketones under mild conditions is reported. It was found that the various substituted compounds, both electron-withdrawing electron-donating substituents, afforded wide range thiosulfones (α-thioaryl-β-keto sulfones) in moderate high yields. The transformations were reliable at gram-scale, thus illustrating their efficiency practicality. plausible mechanism for protocol also proposed.

Language: Английский