The Vespiary

The Hive => Novel Discourse => Topic started by: Rhodium on November 25, 2003, 02:01:00 PM

Title: Allylbenzenes -> Phenylacetaldehyde(-aldoxime)
Post by: Rhodium on November 25, 2003, 02:01:00 PM
This procedure makes allylbenzenes good phenethylamine precursors - just reduce the substituted phenylacetaldoxime to the phenetylamine using any known method.

The Oxidation of Allylbenzenes by the System RuCl3-NaIO4-PTC
Yoshifumi Yuasa; Shiroshi Shibuya; Yoko Yuasa

Synth. Commun. 33(22), 3947-3952 (2003) (https://www.thevespiary.org/rhodium/Rhodium/chemistry/allylbenzene2phenylacetaldehyde.html)

(https://www.thevespiary.org/rhodium/Rhodium/chemistry/allylbenzene2phenylacetaldehyde.html)
DOI:

10.1081/SCC-120026319 (http://dx.doi.org/10.1081/SCC%2D120026319)



Abstract
Methyleugenol 1a was oxidized to give 3,4-dimethoxyphenylacetaldehyde by the oxidative system containing the RuCl3-NaIO4-phase transfer catalyst. The yield and spectroscopic properties were obtained from the stable acetaldoxim 3a. Furthermore, this oxidation system could be applied to other arylpropenes, thus, safrole, 4-methoxyallylbenzene, allylbenzene, and the corresponding arylacetaldehyde formed.