17734-93-9

Upstream product

• 60548-88-1 hydroquinone of 7-methyljuglone 
• 75445-77-1 1,5-Bis(benzyloxy)-4-methoxy-7-methylnaphthalin 
• 75445-72-6 4,8-Bis(benzyloxy)-6-methyl-1-naphthol 
• 75445-63-5 8-Benzyloxy-4-methoxy-6-methyl-1-naphthol 
• 75445-65-7 5-Benzyloxy-7-methyl-naphthalene-1,4-diol 
• 75445-60-2 5-(benzyloxy)-7-methylnaphthalene-1,4-dione 
• 75445-62-4 4,5-dihydroxy-1-methoxy-7-methylnaphthalene 
• 75445-83-9 4-Methoxy-7-methyl-1,5-naphthalindiol 
• 75445-59-9 1,4,8-Tris(acetoxy)-5-chlor-6-methylnaphthalin 
• 52431-61-5 5-chloro-8-hydroxy-6-methylnaphthalene-1,4-dione 
• 14787-38-3 7-methyljuglone 
• 33471-51-1 1,4,5-Tris(acetoxy)-7-methylnaphthalin 
• 59-50-7 4-Chloro-3-methylphenol 
• 848141-72-0 1-methoxy-2-methyl-4,5-naphthylene diacetate 

Downstream Products

• 135759-62-5 8,8'-dihydroxy-4,4'-dimethoxy-6,6'-dimethyl-2,2'-binaphthylidene-1,1'-quinone 

Relevant academic research and scientific papers

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.

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.

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