Reaction of acyl isothiocyanates with nucleophiles: A convenient synthesis of 1,3-oxazine, pyrimidinethione and thiazole derivatives

Faculty Science Year: 1996
Type of Publication: Article Pages: 15-20
Authors: DOI: 10.1080/10426509608029633
Journal: PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS GORDON BREACH SCI PUBL LTD Volume: 108
Research Area: Chemistry ISSN ISI:A1996VH77600003
Keywords : acyl isothiocyanate, 1, 3-oxazine, thiazole    
Abstract:
The reaction of acetyl isothiocyanate 1 with ethyl cyanoacetate, malononitrile and/or a cyclic beta-diketone afforded the corresponding 1,3-oxazines 3, 11 and thioamide 12 respectively. The heteroannulation of 3 and the synthesis of thiazole 18 is described.
   
  Online    
PDF  
       
Tweet