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A novel approach to 1-aryl-2-(p-tolylazo)alkenes from alkyl aryl ketones

โœ Scribed by Nadia Caposcialli; Carlo Dell'Erba; Marino Novi; Giovanni Petrillo; Cinzia Tavani

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
631 KB
Volume
54
Category
Article
ISSN
0040-4020

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โœฆ Synopsis

l-Aryl-2-(p-tolylazo)alkenes were synthesized starting flora alkyl aryl ketones in good overall yield. The employed three-step procedure involves: i) ct-p-tolylhydrazonylation of ketone enolates with tert-butyl p-tolylazosulfide 1; i 0 selective reduction of the earbonyl function of the obtained a-p-tolylhydrazono ketones 3 with NaBH4; ii 0 dehydration of the ensuing hydrazono alcohols 4 either in an Et20/dil. H2SO 4 two-phase system or in pyridine/aeetic anhydride.

๐Ÿ“œ SIMILAR VOLUMES

Synthesis of 1-alkyl-2-arylpyrroles from
Synthesis of 1-alkyl-2-arylpyrroles from aryl(3-bromo-2-methoxypropyl)ketones
โœ V. L. Sorokin; A. A. Azzuz; O. G. Kulinovich ๐Ÿ“‚ Article ๐Ÿ“… 1991 ๐Ÿ› Springer US ๐ŸŒ English โš– 165 KB

53 51 49 48 54 \*Compounds Id, e were separated chromatographically on a silica-gel column using hexane eluent. \*\*Yield based on compounds IIa-c.