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DOI: 10.1055/s-0029-1219558
Water-Mediated Multicomponent Reaction: A Facile and Efficient Synthesis of Multisubstituted Thiazolidine-2-thiones
Publikationsverlauf
Publikationsdatum:
02. März 2010 (online)
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Abstract
A facile, efficient, and green method for the synthesis of multisubstituted thiazolidine-2-thione derivatives via a three-component reaction of amine, carbon disulfide, and α-bromoketone is described. By using water as the reaction medium, the reaction proceeds smoothly to give corresponding products in good to excellent yields.
Key words
green method - synthesis - thiazolidine-2-thione - MCR - heterocyclic compounds
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- Supporting Information
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References and Notes
Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 747685.
14
General Procedure
To
a solution of amines 1 (0.75 mmol) in H2O
(3 mL), CS2 (1.5 mmol) and α-bromoketone 2 (0.5 mmol) were added. Subsequently,
K2CO3 (0.25 mmol) was located to the mixture.
After stirring the mixture at r.t. for 1 h, the mixture was extracted
with EtOAc (3 × 10 mL), and the combined organic
layers were dried overnight with anhyd Na2SO4. After
the organic solvent was removed, the residue was subjected to silical
gel chromatography PE-EtOAc (5:1) as eluent to give pure
products.