Allylbenzenes -> Phenylacetaldehyde(-aldoxime)

[Rhodium]

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)
DOI:

10.1081/SCC-120026319

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.