A facile synthesis of novel 3-(aryl/alkyl-2-ylmethyl)-2-thioxothiazolidin-4-ones using microwave heating

(Z)-5-(2-(1H-Indol-3-yl)-2-oxoethylidene)-3-(aryl/alkyl-2-ylmethyl)-2-thioxothiazolidin-4-ones (7a–w) have been synthesized by the Knoevenagel condensation reaction of 3-(aryl/alkyl-2-ylmethyl)-2-thioxothiazolidin-4-ones (3a–d) with suitably substituted 2-(1H-indol-3-yl)2-oxoacetaldehydes (6a–g) und...

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Bibliographic Details
Published in:Tetrahedron letters 2012-04, Vol.53 (17), p.2195-2198
Main Authors: Kamila, Sukanta, Ankati, Haribabu, Harry, Emily, Biehl, Edward R.
Format: Article
Language:English
Subjects:
2-(1H-Indol-3-yl)-2-oxoacetaldehydes
2-Thioxothiazolidin-4-onse
Acid chlorides
Amines
Aromatic compounds
Chlorides
Condensing
Heating
Microwave irradiation
Microwaves
Rhodanines
Synthesis (chemistry)
Tetrahedrons
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Summary:(Z)-5-(2-(1H-Indol-3-yl)-2-oxoethylidene)-3-(aryl/alkyl-2-ylmethyl)-2-thioxothiazolidin-4-ones (7a–w) have been synthesized by the Knoevenagel condensation reaction of 3-(aryl/alkyl-2-ylmethyl)-2-thioxothiazolidin-4-ones (3a–d) with suitably substituted 2-(1H-indol-3-yl)2-oxoacetaldehydes (6a–g) under microwave conditions. The thioxothiazolidin-4-ones were prepared from the corresponding aryl/alkyl amines (1a–d) and di-(carboxymethyl)-trithiocarbonyl (2). The aldehydes (6a–g) were synthesized from the corresponding acid chlorides (5a–g) using HsnBu3.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.02.064