960-56-5Relevant academic research and scientific papers
A study of mechanism of the oxidative cyclizaton of benzaldehyde semicarbazones induced by cupric perchlorate in acetonitrile.
Noto,Renato,Gruttadauria,Michelangelo,Meo,Paolo Lo,Frenna,Vincenzo,Werber,Giuseppe
, p. 1277 - 1282 (2007/10/03)
Treatment of benzaldehyde semicarbazones 1a-i with cupric perchlorate at acetonitrile at 40 deg C provided selectively the corresponding 1,2,4-triazolin-5-ones 2a-i.The relative rate constants for 2a-i formation were determined by the competitive method.The results obtained showed that electron-donating substituents (methyl and methoxy) increase the reaction rate,while the reverse was found for electron-withdrawing substituents (chloro and nitro group).The reactivity data are discussed on the grounds of two possible mechanisms.
Oxidative Cyclization of Some Aldehyde Semicarbazones Induced by Metallic Salts
Gruttadauria, Michelangelo,Buccheri, Francesco,Cusmano, Giuseppe,Meo, Paolo Lo,Noto, Renato,Werber, Giuseppe
, p. 765 - 770 (2007/10/02)
The oxidative cyclization of some aldehyde semicarbazones 1O with four different oxidizing agents has been effected.The structure of the semicarbazones and the nature of cyclizing agent affected the rate and yield of cyclization but they did not show any influence on the regiochemistry of reaction.In fact, 1,2,4-triazoline 2O was the only heterocyclic ring obtained by the cyclization reaction.
PHOTOREAKTIONEN DES 3-METHYL-4-PHENYLSYDNONS
Pfoertner, Karl-Heinz,Foricher, Joseph
, p. 653 - 657 (2007/10/02)
A procedure for the synthesis of 3-methyl-4-phenylsydnone (1) is given.UV. irradiation of 1 in solution generates the nitrile-imine 4 which reacts with activated C,C double bonds and with heterocumulenes to give five-membered heterocycles.In contrast to the 2H-azirines which photochemically react with the C,O double bond of phenylisocyanate, 4 adds to the C,N double bond of the latter.
