123230-76-2Relevant academic research and scientific papers
1-PHENYLAZO-1-ALKENES
Schantl, Joachim G.,Hebeisen, Paul
, p. 395 - 406 (2007/10/02)
Aliphatic aldehyde phenylhydrazones 1 were converted into 1-phenylazo-1-alkenes 3 either by the reaction with I2 and pyridine followed by base induced 1,4-elimination of pyridine.HI (Method A), or via N-(4-methylbenzenesulfonyl)-N-phenylhydrazones 7 which undergo 1,4-elimination of p-toluenesulfinic acid upon treatment with KOt-Bu (Method B).Both procedures yield mixtures of configurational isomers of the phenylazo-alkenes EE- and EZ- 3b-3e; Method B is giving rise to the kinetically controlled isomer mixture (EZ-3 predominant), which equilibrates to the thremodynamicratio (EE-3 predominant) as afforded by Method A.
N-ARENESULFONYL-N-PHENYLHYDRAZONES
Schantl, J.G.,Hebeisen, P.,Karpellus, P.
, p. 39 - 48 (2007/10/02)
The phenylhydrazones of aliphatic aldehydes and ketones, and those of benzaldehyde and benzophenone react with various sulfonylchlorides in the presence of a suitable base to give the title compounds; examples of their synthetic use are given.
