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Article Dans Une Revue ChemistrySelect Année : 2022

New One Pot and Efficient Four-Components Reaction for Synthesis of 2,3-Dihydrothiophene Carbamate Derivatives

Résumé

A new series of 2,3-dihydrothiophenes bearing ethyl carbamate moiety (4 a-4 l) was designed and synthesized through a facile synthetic route involving domino ring-opening/recyclization reaction of 1,3-thiazolidinedione. The synthesis was achieved via a novel one-pot four-component reaction of aromatic aldehydes, malononitrile and 1,3-thiazolidinedione, using 4-dimethylaminopyridine as base catalyst under ethanol reflux. The molecular structures of the synthesized compounds were elucidated by usual spectroscopic techniques such as FT-IR, H-1 NMR, C-13 NMR and HRMS methods. X-ray diffraction was used to confirm the structures of compounds 4 d and 4 j. Readily available starting materials, atom-efficient routes employing more mild reaction conditions and environmentally benign are the attracting features of this current protocol.
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Dates et versions

hal-03592685 , version 1 (29-04-2022)

Licence

Paternité - Pas d'utilisation commerciale

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Khawla Boudebbous, Raouf Boulcina, Dominique Harakat, Thierry Roisnel, Abdelmadjid Debache. New One Pot and Efficient Four-Components Reaction for Synthesis of 2,3-Dihydrothiophene Carbamate Derivatives. ChemistrySelect, 2022, 7 (4), pp.e202103894. ⟨10.1002/slct.202103894⟩. ⟨hal-03592685⟩
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