Conversion of 3-arylphthalides into anthrones with a methylcarbonyl substituent at the C-10 position.

…, MM Bartczak, J Epsztajn

Index: Bieniek, Adam; Bartczak, Monika M.; Epsztajn, Jan Journal of Chemical Research, 2009 , # 3 p. 151 - 153

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Abstract

The ortho-lithiation of a benzoic acid anilide followed by condensation with an aryl aldehyde gave a 3-arylphthalide. Reductive alkylation with 1-methoxy-1-trimethylsilyloxyethene gave a substituted aromatic carboxylic acid which was cyclised to an anthrone bearing a methoxycarbonyl methylene unit at C-10.