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TAPC-Catalyzed Synthesis of Thioethers from Thiols and Alcohols

Kiumars Bahrami*, Mohammad Mehdi Khodaei, Nayere Khodadoustan

*Department of Organic Chemistry, Faculty of Chemistry, Razi University, Kermanshah, 67149-67346, Iran, Email:

K. Bahrami, M. M. Khodaei, N. Khodaboustan, Synlett, 2011, 2206-2210.

DOI: 10.1055/s-0030-1261206


TAPC efficiently catalyzes the reaction of benzylic alcohols with aryl, heteroaryl, and alkyl thiols to afford thioethers in good to excellent yields. Furthermore, the reaction proceeds under metal-free and solvent-free conditions thus represents an interesting complement to known methods for thioether synthesis. A plausible mechanism is given.

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Key Words

thioethers, S-alkylation, thiols, alcohols, solvent-free conditions, benzyl sulfides, aryl sulfides, allylic sulfides

ID: J60-Y2011-2770