Sydnone Chemistry and Microwave Assisted Synthesis of Sydnonyl-Substituted Imidazoles (I) Mei-Hsiu Shih Department of Chemical and Material Engineering Southern Taiwan University of Technology
Outline ( Ⅰ ) Introduction of sydnone chemistry ( Ⅱ ) Sydnonyl-substituted pyrazolines ( Ⅲ ) Thiadiazoline and thiadiazole derivatives ( Ⅳ ) Microwave assisted synthesis of sydnonyl- substituted imidazoles
( Ⅰ ) Introduction of sydnones (A) Background Sydnone was first discovered by Earl and Mackney in They obtained a five-membered cyclic compound by the action of acetic anhydride on N-nitro-N-phenylglycine. Electronic structure and varied types of biological activity.
(B) General synthetic procedure Sydnones were generally prepared by the action of certain dehydrating agents, notably acetic anhydride, on the N-nitroso derivatives of N-substituted α–amino acids.
(C) Physical and chemical properities Tetrahedron, 2002, December, 58, Tetrahedron, 2003, June, 59, Bioorganic & Medicinal Chemistry, 2004, September, 12, Synthesis, 2004, December, 17, (D) Biological activity (E) Syntheses of 4-heterocyclic substituted sydnones