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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Colouring matters of Australian plants. XXIII. A new synthesis of arylphenalenones and naphthoxanthenones

RG Cooke, BK Merrett, GJ O'Loughlin and GA Pietersz

Australian Journal of Chemistry 33(10) 2317 - 2324
Published: 1980

Abstract

Condensation of naphthalene-2,7-diol with 2,4-dioxo-4-phenylbutanoic acid gives 6-hydroxy-1-oxo-9-phenyl-1H-phenalene-7-carboxylic acid which is readily converted into the lactone and on treatment with diazomethane forms only methyl 6-methoxy-1-oxo-9-phenyl-1H-phenalene-7- carboxylate. Analogous reactions of other 4-aryl-2,4-dioxobutanoic acids with naphthalene-2,7-diol or with 3,6-dimethoxynaphthalene-2,7- diol give easy access to arylphenalenones and naphthoxanthenones related to natural pigments.

https://doi.org/10.1071/CH9802317

© CSIRO 1980

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