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Synthesis of Alkyl (5-Oxo-2-thioxo-[1,3,4]thiadiazinan-6-ylidene)acetates by the Reaction of N-Aminorhodanine, Dialkyl Acetylenedicarboxylates, and Triphenylphosphine

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Abstract:

Protonation of the reactive zwitterionic intermediate produced from the reaction between triphenylphosphine and dialkyl acetylenedicarboxylates by N-aminorhodanine followed by the addition of the conjugate anion of N-aminorhodanine on the produced vinylphosphonium cation leads to alkyl (5-oxo-2-thioxo-[1,3,4]thiadiazinan-6-ylidene)acetates in good yields.

Keywords: Addition reaction; N-aminorhodanine; dialkyl acetylenedicarboxylates; triphenylphosphine

Document Type: Research Article

DOI: http://dx.doi.org/10.1080/00397910802213760

Affiliations: Department of Chemistry, Islamic Azad University, Yazd Branch, Yazd, Iran

Publication date: January 1, 2008

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