Hypervalent iodine oxidation of N-acylhydrazones and N-phenylsemicarbazone: an efficient method for the synthesis of derivatives of 1,3,4-oxadiazoles and .DELTA.3-1,3,4-oxadiazolines
摘要:
The oxidation of ketone N-acylhydrazones 1 by phenyliodine(III) diacetate (PIDA) in alcohol gave 2-alkoxy-DELTA3-1,3,4-oxadiazolines 4 in excellent yields, while the oxidative cyclization of aldehyde N-acylhydrazone 2 by PIDA in methanolic sodium acetate gave 2,5-disubstituted 1,3,4-oxadiazoles in good yields. The oxidation of acetone 4-phenylsemicarbazone afforded 2-(N-phenylimino)-DELTA3-1,3,4-oxadiazoline in excellent yield.
Fritz,H.; Uhrhan,P., Justus Liebigs Annalen der Chemie, 1972, vol. 763, p. 198 - 207
作者:Fritz,H.、Uhrhan,P.
DOI:——
日期:——
Yang Rui-Yang, Dai Li-Xin, J. Org. Chem., 58 (1993) N 12, S 3381-3383
作者:Yang Rui-Yang, Dai Li-Xin
DOI:——
日期:——
Hypervalent iodine oxidation of N-acylhydrazones and N-phenylsemicarbazone: an efficient method for the synthesis of derivatives of 1,3,4-oxadiazoles and .DELTA.3-1,3,4-oxadiazolines
作者:Ruiyang Yang、Lixin Dai
DOI:10.1021/jo00064a027
日期:1993.6
The oxidation of ketone N-acylhydrazones 1 by phenyliodine(III) diacetate (PIDA) in alcohol gave 2-alkoxy-DELTA3-1,3,4-oxadiazolines 4 in excellent yields, while the oxidative cyclization of aldehyde N-acylhydrazone 2 by PIDA in methanolic sodium acetate gave 2,5-disubstituted 1,3,4-oxadiazoles in good yields. The oxidation of acetone 4-phenylsemicarbazone afforded 2-(N-phenylimino)-DELTA3-1,3,4-oxadiazoline in excellent yield.