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

Autor: Khawla Boudebbous, Raouf Boulcina, Dominique Harakat, Thierry Roisnel, Abdelmadjid Debache
Přispěvatelé: Université frères Mentouri Constantine I (UMC), Institut de Chimie Moléculaire de Reims - UMR 7312 (ICMR), Université de Reims Champagne-Ardenne (URCA)-Institut de Chimie du CNRS (INC)-SFR CAP Santé (Champagne-Ardenne Picardie Santé), Université de Reims Champagne-Ardenne (URCA)-Université de Reims Champagne-Ardenne (URCA)-Centre National de la Recherche Scientifique (CNRS)-SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Centre National de la Recherche Scientifique (CNRS), Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), General Directorate of Scientific Research and Technological Development (Algeria), Ministry of Higher Education and Scientific Research, Algeria
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: ChemistrySelect
ChemistrySelect, 2022, 7 (4), pp.e202103894. ⟨10.1002/slct.202103894⟩
ISSN: 2365-6549
DOI: 10.1002/slct.202103894⟩
Popis: International audience; 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.
Databáze: OpenAIRE
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