- Oxidative coupling of methoxynaphthylenediols
-
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 diquinone rotundiquinone. Similar oxidations of related naphthylenediols are described.
- Maiti, Bhim C.,Musgrave, Oliver C.,Skoyles, Douglas
-
p. 6568 - 6574
(2007/10/03)
-
- Regioselective Syntheses of 3,3'-Bijuglone, Mamegakinone, Dianellinone, cyclo-Trijuglone, Xylospyrin, and Trianellinone by Phenol-Quinone Addition
-
Regioselective phenol-quinone addition of juglone (1a), 7-methyljuglone (1b), and stypandrone (1c) in pyridine yields the dimers 3,3-bijuglone (5a), mamegakinone (5c), and dianellinone (5e).In acetic acid mainly the cyclo trimers cyclo-trijuglone (12a), xylospyrin (12d), and trianellinone (12g) are obtained.
- Brockmann, Hans,Laatsch, Hartmut
-
p. 433 - 447
(2007/10/02)
-
- Dimeric Naphthoquinones, IV1). - Synthesis of Biramentaceone, Mamegakinone and Rotundiquinone
-
Mamegakinone (8a), biramentaceone (12a), 3,3'-bijuglone (8b), 2,2-bijuglone (12b) and their methyl ethers were prepared by oxidative coupling of substituted 4-methoxy-1-naphthols; indigoids like 24 are intermediates.Cooxidation of the isomeric dimethoxy-1
- Laatsch, Hartmut
-
p. 1321 - 1347
(2007/10/02)
-