A Practical Approach to New (5Z) 2-Alkylthio-5-arylmethylene-1-methyl-1,5-dihydro-4H-imidazol-4-one Derivatives

doi:10.3390/molecules16097377

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Molecules 2011, 16(9), 7377-7390; doi:10.3390/molecules16097377

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A Practical Approach to New (5Z) 2-Alkylthio-5-arylmethylene-1-methyl-1,5-dihydro-4H-imidazol-4-one Derivatives

Khadidja Bourahla¹, Ludovic Paquin¹, Olivier Lozach², Laurent Meijer², François Carreaux¹ and Jean Pierre Bazureau^1,*

¹ Chemical Engineering & Molecules for Life Sciences Group, Université de Rennes 1, Sciences Chimiques de Rennes (SCR), UMR CNRS 6226, Bât. 10A, Campus de Beaulieu, Avenue du Général Leclerc, CS 74205, 35042 Rennes Cedex, France ² Protein Phosphorylation and Human Disease Group, Station Biologique CNRS, Place G. Tessier, BP 74, 29682 Roscoff, France

* Author to whom correspondence should be addressed.

Received: 13 July 2011; in revised form: 25 August 2011 / Accepted: 22 August 2011 / Published: 30 August 2011

(This article belongs to the Section Organic Synthesis)

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Abstract: A practical protocol for the preparation of (5Z)-2-alkylthio-5-arylmethylene-1-methyl-1,5-dihydro-4H-imidazol-4-one derivatives is reported. The new compounds were obtained in good yield and stereoselectivity in two steps, namely a solvent-free Knoevenagel condensation under microwave irradiation, followed by an S-alkylation reaction with various halogenoalkanes.

Keywords: 1,5-dihydro-4H-imidazol-4one; Knoevenagel condensation; microwave irradiation; S-alkylation

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MDPI and ACS Style

Bourahla, K.; Paquin, L.; Lozach, O.; Meijer, L.; Carreaux, F.; Bazureau, J.P. A Practical Approach to New (5Z) 2-Alkylthio-5-arylmethylene-1-methyl-1,5-dihydro-4H-imidazol-4-one Derivatives. Molecules 2011, 16, 7377-7390.

AMA Style

Bourahla K, Paquin L, Lozach O, Meijer L, Carreaux F, Bazureau JP. A Practical Approach to New (5Z) 2-Alkylthio-5-arylmethylene-1-methyl-1,5-dihydro-4H-imidazol-4-one Derivatives. Molecules. 2011; 16(9):7377-7390.

Chicago/Turabian Style

Bourahla, Khadidja; Paquin, Ludovic; Lozach, Olivier; Meijer, Laurent; Carreaux, François; Bazureau, Jean Pierre. 2011. "A Practical Approach to New (5Z) 2-Alkylthio-5-arylmethylene-1-methyl-1,5-dihydro-4H-imidazol-4-one Derivatives." Molecules 16, no. 9: 7377-7390.

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