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Synthesis 1987; 1987(12): 1061-1064
DOI: 10.1055/s-1987-28170
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Neue Synthesen alkylaryl- und diaryl-disubstituierter Phenole und Salicylsäure-ethylester

Karl Eichinger* , Peter Nussbaumer, Sevil Balkan, Gerhard Schulz
  • *Institut für Organische Chemie der Technischen Universität Wien, Getreidermarkt 9, A-1060 Wien, Austria
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Publikationsdatum:
20. August 2002 (online)

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New Syntheses of Alkylaryl and Diaryl Disubstituted Phenols and Ethyl Salicylates The sodium acetate- or triethylamine-catalyzed reaction of the chalcones and chalcone analogues 1a-n with 1-(2-oxopropyl)pyridinium chloride (2) or 1-(3-ethoxycarbonyl-2-oxopropyl)pyridinium bromide (3) gives the 3,5-disubstituted phenols (6a-g) or the 4,6-disubstituted ethyl 2-hydroxybenzoates (7a-1) in yields from 25 to 83α. Both reactions fail for chalcones with one o-substituted aryl substituent or for p,p′-dinitro-substituted diarylchalcones.