One-Pot Stereoselective Synthesis of Alkyl Z-2-[2-Amino-4-oxo-1,3-selenazol-5(4H)-yliden] Acetates

Abstract

Selenourea reacts with dialkyl acetylenedicarboxylates in acetone to form 1:1 adducts, which undergo a cyclization reaction to produce alkyl Z-2-(2-amino-4-oxo-1,3-selenazol-5(4H)-yliden) acetates in fairly good yields. The reaction is completely stereoselective.

Keywords:

• 1,3-Selenazol
• acetylenic ester
• Michael addition
• selenourea
• stereoselectivity

This work was supported by the Zanjan Islamic Azad University Research Council via research project number ZIAURC83.1307. We also thank Dr. Mehdi Rahnema (Rector of Zanjan Islamic Azad University Research Council) for helpful discussions and financial supports.