The Journal of Organic Chemistry

Aromatic carboxylic acids as latent aromatic ketones. New regioselective synthesis of aromatic ketones

P Caluwe, T Pepper

Index: Caluwe, Paul; Pepper, Timothy Journal of Organic Chemistry, 1988 , vol. 53, # 8 p. 1786 - 1790

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Citation Number: 9

Abstract

A new, general synthetic strategy for the regioselective synthesis of aromatic ketones of the 1-tetralone type is described. The synthetic methodology employs fused aromatic carboxylic acids as latent aromatic ketones via a simple reduction-oxidation sequence and is illustrated by the facile, high-yield conversion of 1, 8-and 4, 5-phenanthrenedicarboxylic acids into the angularly annelated 1, 8-diketo-2, 3, 4, 5, 6, 7-and 4, 5-diketo-1, 2, 3, 6, 7, 8- ...