view:41530 Last Update: 2024-1-30
Ali Ramazani, Ali Reza Kazemizadeh, Bijan Ganjeie and Ebrahim Ahmadi
Microwave Induced Stereoselective Synthesis of Alkyl Z-2-(2-amino-4-oxo-1,3-thiazol-5(4H)-yliden)acetates from Thiourea and Dialkyl Acetylenedicarboxylates in Solvent-less Conditions |
Thiourea reacts with dialkyl acetylenedicarboxylates in solvent-less conditions to form 1:1 adducts, which undergo a cyclization reaction to produce alkyl Z-2-(2-amino-4-oxo-1,3-thiazol-5(4H)-yliden)acetates under microwave irradiation and also under thermal conditions in solvent-less system in fairly good yields. Stereochemistry of the ethyl Z-2-(2-amino-4-oxo-1,3-thiazol-5(4H)- yliden)-acetate was established with using of X-ray single crystal structure analysis. The reaction is completely stereoselective. |