Iron-Mediated One-Pot Dehydroxylative Cross-Electrophile Coupling of Alcohol with Disulfide for Thioether Synthesis by Using TCT as a Hydroxyl-Activating Agent DOI
Mengke Xu, X. Zhang, Yongqing Xu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: May 8, 2025

An efficient dehydroxythiolation between alcohols and disulfides using the widely abundant cheapest iron as a reaction mediator was developed. The one-pot thiolation proceeded effectively via C-O bond activation with aid of cyanuric chloride (TCT) hydroxyl-activating agent to give corresponding thioethers in modest excellent yields, displaying both wide substrate scope (applicable benzyl alcohol, allyl primary alkyl alcohol) good functional group tolerance. In addition, diselenide also proven be an appropriate for protocol, could subjected scale-up synthesis. Preliminary mechanistic examination revealed that transiently formed TCT-derived ether A, which is generated situ TCT possibly serves pivotal intermediate cross-electrophile thioetherification.

Language: Английский

Iron-Mediated One-Pot Dehydroxylative Cross-Electrophile Coupling of Alcohol with Disulfide for Thioether Synthesis by Using TCT as a Hydroxyl-Activating Agent DOI
Mengke Xu, X. Zhang, Yongqing Xu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: May 8, 2025

An efficient dehydroxythiolation between alcohols and disulfides using the widely abundant cheapest iron as a reaction mediator was developed. The one-pot thiolation proceeded effectively via C-O bond activation with aid of cyanuric chloride (TCT) hydroxyl-activating agent to give corresponding thioethers in modest excellent yields, displaying both wide substrate scope (applicable benzyl alcohol, allyl primary alkyl alcohol) good functional group tolerance. In addition, diselenide also proven be an appropriate for protocol, could subjected scale-up synthesis. Preliminary mechanistic examination revealed that transiently formed TCT-derived ether A, which is generated situ TCT possibly serves pivotal intermediate cross-electrophile thioetherification.

Language: Английский

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