89474-89-5

Upstream product

• 52431-59-1 5-chloro-8-hydroxynaphthalene-1,4-dione 
• 620-05-3 iodomethylbenzene 
• 106-48-9 4-chloro-phenol 
• 89474-91-9 1-Benzyloxy-4-chlor-5,8-dimethoxynaphthalin 

Downstream Products

• 135664-67-4 4,4',8,8'-Tetrabenzyloxy-5,5'-dichlor-2,2'-binaphthyliden-1,1'-dion 
• 135664-61-8 4,8-Dibenzyloxy-5-chlor-1-naphthol 
• 89474-91-9 1-Benzyloxy-4-chlor-5,8-dimethoxynaphthalin 
• 89474-92-0 8-Benzyloxy-5-chlor-4-methoxy-1-naphthol 

Relevant academic research and scientific papers

Dimeric Naphthoquinones, XVIII. - Ammonium Cerium(IV) Nitrate as Oxidising Agent: peri-Hydroxylation of Juglones giving Naphthazarins

5,8-Dialkoxy-1-naphthols (type 6a) which are easily accessible starting from juglones (5a) are oxidised under mild conditions using ammonium cerium(IV) nitrate, yielding with high p-selectivity the corresponding 1,4-naphthoquinones (7a).By dealkylation of the latter, substituted 1,8-dihydroxy-1,4-naphthoquinones (1a) are obtained in good yields.

Dimeric Naphthoquinones, IX. - Isodiospyrin and Elliptinone. - Synthesis of 6,6'-Dimeric Bijuglones by Phenol Oxidation

Oxidative coupling of the naphthol 37a gave the potential natural product 7,7'-dimethyl-6,6'-bijuglone (5) and, in lower yield, isodiospyrin (21).Regiospecific syntheses of 5, elliptinone (10), and 6,6'-bijuglone (45a) were achieved by phenol oxidation of suitable substituted p-chloronaphthols.