Oxidation of hydrazones with iodine in the presence of base

A. Pross, S. Sternhell

Research output: Contribution to journalArticlepeer-review

130 Scopus citations

Abstract

The oxidation of 14 hydrazones with iodine in the presence of base (generally triethylamine) was investigated. The typical reaction products are mixtures of gem-diiodides and vinyl iodides obtained in total yields of 38-85%. The features of the reaction are consistent with a mechanism involving an intermediate iododiazonium salt and/or an iodocarbonium ion. The preparation and purification of hydrazones was investigated.

Original languageEnglish
Pages (from-to)989-1003
Number of pages15
JournalAustralian Journal of Chemistry
Volume23
Issue number5
DOIs
StatePublished - 1 Jan 1970
Externally publishedYes

ASJC Scopus subject areas

  • General Chemistry

Fingerprint

Dive into the research topics of 'Oxidation of hydrazones with iodine in the presence of base'. Together they form a unique fingerprint.

Cite this