Synthesis of alkyl-and alkoxy-substituted benzils and oxidative coupling to tetraalkoxyphenanthrene-9, 10-diones

B Mohr, V Enkelmann, G Wegner

Index: Mohr, Bernhard; Enkelmann, Volker; Wegner, Gerhard Journal of Organic Chemistry, 1994 , vol. 59, # 3 p. 635 - 638

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Citation Number: 84

Abstract

Intermolecular Friedel-Crafts acylation of various substituted alkyl-or alkoxybenzenes with oxalyl chloride using carbon disulfide as solvent gave rise to the benzils la-k. Subsequent intramolecular oxidative coupling with either thallium (II1) oxide/trifluoroacetic acid or vanadium (V) oxyfluoride/boron trifluoride diethyl etherate resulted in the corresponding phenanthrene-9, lO-diones 2a-d. It has been shown that oxygen functionalities at the 3, 3', ...