A generalized synthesis of 3-amino-5-aryl-, 3-amino-5-polyfluorophenyl-, and 3-amino-5-alkyl-1, 2, 4-oxadiazoles through ring-degenerate rearrangements

S Buscemi, A Pace, V Frenna, N Vivona

Index: Buscemi, Silvestre; Pace, Andrea; Frenna, Vincenzo; Vivona, Nicolo Heterocycles, 2002 , vol. 57, # 5 p. 811 - 823

Full Text: HTML

Citation Number: 17

Abstract

Abstract-A generalized synthesis of 3-amino-5-aryl-, 3-amino-5-polyfluorophenyl-and 3- amino-5-alkyl-1, 2, 4-oxadiazoles has been developed starting from the 3-amino-5-methyl-1, 2, 4-oxadiazole as a common synthon. Aroylation or alkanoylation of this aminooxadiazole, followed by thermallyinduced ring-degenerate equilibration of resulting 3-acylamino compounds, and final acid hydrolysis of the 3-acetylamino-5-aryl-(or 5-polyfluorophenyl-), ...