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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: kbahrami2hotmail.com

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

DOI: 10.1055/s-0030-1261206 (free Supporting Information)


Abstract

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