view:41495 Last Update: 2024-1-30
Ali ramazani, Ebrahim Ahmadi, Bijan Ganjeie, Ali Reza Kazemizadeh and Ali Morsali
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. |