Tetrahedron

1-phenylazo-1-alkenes

JG Schantl, P Hebeisen

Index: Schantl, Joachim G.; Hebeisen, Paul Tetrahedron, 1990 , vol. 46, # 2 p. 395 - 406

Full Text: HTML

Citation Number: 20

Abstract

Aliphatic aldehyde phenylhydrazones 1 were converted into 1-phenylazo-1-alkenes 3bd 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- ...