Room temperature dithiocarbamation of 2-tetralones with elemental sulfur and isothiocyanates S/R-NCS: atom-efficient access to 4-hydroxythiazolidine-2-thiones.

Chem Commun (Camb)

Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud, Université Paris-Saclay, 1, av de la Terrasse, 91198 Gif-sur-Yvette, France.

Published: November 2024

2-Tetralones were found to undergo dithiocarbamation with elemental sulfur and isothiocyanates S/R-NCS in the presence of -methylpiperidine as a base catalyst under solvent-free conditions. The reaction could proceed quickly at room temperature to provide convenient access to substituted 4-hydroxythiazolidine-2-thiones with complete atom efficiency. The adducts could be easily dehydrated in neat TFA to give thiazole-2-thiones.

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Source
http://dx.doi.org/10.1039/d4cc05053cDOI Listing

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