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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
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Outline ( Ⅰ ) Introduction of sydnone chemistry ( Ⅱ ) Sydnonyl-substituted pyrazolines ( Ⅲ ) Thiadiazoline and thiadiazole derivatives ( Ⅳ ) Microwave assisted synthesis of sydnonyl- substituted imidazoles
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( Ⅰ ) Introduction of sydnones (A) Background Sydnone was first discovered by Earl and Mackney in 1935. 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.
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(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.
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(C) Physical and chemical properities Tetrahedron, 2002, December, 58, 10437-10445. Tetrahedron, 2003, June, 59, 4103-4111. Bioorganic & Medicinal Chemistry, 2004, September, 12, 4633-4643 Synthesis, 2004, December, 17, 2877-2885. (D) Biological activity (E) Syntheses of 4-heterocyclic substituted sydnones
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