Tetrahedron

Oxidative coupling of methoxynaphthylenediols

BC Maiti, OC Musgrave, D Skoyles

Index: Maiti, Bhim C.; Musgrave, Oliver C.; Skoyles, Douglas Tetrahedron, 2005 , vol. 61, # 27 p. 6568 - 6574

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Citation Number: 1

Abstract

The oxidative coupling of a mixture of 1-methoxy-7-methyl-4, 5-naphthylenediol and 4- methoxy-7-methyl-1, 5-naphthylenediol using lead (IV) oxide gives the symmetrical bisnaphthalene indigos diosindigo A and diosindigo B together with the corresponding unsymmetrical isomer. Oxidation of the first two by nitric acid gives the binaphthyldiquinones mamegakinone and biramentaceone, respectively; the third gives the unsymmetrical ...