Tetrahedron

Metathetic sulfur transfer mediated by N-(2-aminophenyl)-4-methyl-thiazolin-2-thione derivatives. Part III: An alkylthiol-and thioacid-free route to diversely substituted S …

…, A Djafri, F Andreoli, N Vanthuyne, D Farran, J Niebler…

Index: Mehdid, Mohammed Amine; Djafri, Ayada; Andreoli, Federico; Vanthuyne, Nicolas; Farran, Daniel; Niebler, Johannes; Buettner, Andrea; Giorgi, Michel; Roussel, Christian Tetrahedron, 2013 , vol. 69, # 24 p. 4994 - 5001

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Abstract

A metal free synthesis of S-alkyl thioesters, which does not involve alkylthiol or thiocarboxylic acid as sulfur source is disclosed. The process involves first an acylation at the nitrogen of the readily available N-(2-aminophenyl)-4-methyl-thiazolin-2-thione, second an alkylation at sulfur of the resulting amides and finally a base catalyzed metathetic reaction, which provides under very mild conditions and in high isolated yields the S-alkyl ...

Rhodium-Catalyzed Acyl-Transfer Reaction between Benzyl Ketones and Thioesters: Synthesis of Unsymmetric Ketones by Ketone CO–C Bond Cleavage and …