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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 186, 2011 - Issue 9
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Original Articles

One-Pot Synthesis of Novel Rhodanine Based Ketenimines Via Multicomponent Reactions

Robabeh BaharfarDepartment of Chemistry, University of Mazandaran, Babolsar, Iran
&
Nasim PorahmadDepartment of Chemistry, University of Mazandaran, Babolsar, Iran
Pages 1988-1996 | Received 20 Dec 2010, Accepted 19 Jan 2011, Published online: 24 Aug 2011
 
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Abstract

Synthesis of polyfunctionalized ketenimines via three-component reactions of rhodanine and 5-(4-dimethylaminobenzylidene)-rhodanine with dialkyl acetylenedicarboxylates and alkyl isocyanides is described. The reactions proceed smoothly under mild conditions leading to the desired products in good yields. In the case of methyl acetylenecarboxylate, the reaction led to methyl (Z)-3-({5-[(E)-1-(tert-butylamino)methylidene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}sulfanyl)-2-propenoate in low yield.

GRAPHICAL ABSTRACT

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