479-11-8

Basic information

• Product Name: 6,11-Dihydrobenzo[b]naphtho[2,3-d]furan-6,11-dione
• Synonyms: 5,10-Dihydro-11-oxa-11H-benzo[b]fluorene-5,10-dione;6,11-Dihydrobenzo[b]naphtho[2,3-d]furan-6,11-dione;Benzo[b]naphtho[2,3-d]furan-6,11-dione;β-Brazanquinone
• CAS NO: 479-11-8
• Molecular Formula: C₁₆H₈O₃
• Molecular Weight: 0
• Mol File: 479-11-8.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6,11-Dihydrobenzo[b]naphtho[2,3-d]furan-6,11-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 6,11-Dihydrobenzo[b]naphtho[2,3-d]furan-6,11-dione(479-11-8)
• EPA Substance Registry System: 6,11-Dihydrobenzo[b]naphtho[2,3-d]furan-6,11-dione(479-11-8)

Safety Data

• Hazardous Substances Data: 479-11-8(Hazardous Substances Data)

Upstream product

• 195066-09-2 2-(benzofuran-2-carbonyl)-benzoic acid 
• 1010-60-2 2-chloro-1,4-naphthoquinone 
• 220459-72-3 2-phenoxynaphthalene-1,4-dione 
• 3156-43-2 2-(2-nitro-vinyl)-phenol 
• 90-02-8 salicylaldehyde 
• 33094-66-5 2-nitro-benzofuran 
• 65131-08-0 3-phenylsulfonylphthalide 
• 533-58-4 2-Iodophenol 
• 667941-09-5 4-dibenzofuran-2-yl-butyric acid 
• 857541-70-9 9,10-dihydro-8H-benzo[b]naphtho[2,3-d]furan-7-one 
• 855290-66-3 7,8,9,10-Tetrahydro-benzo[b]naphtho[2,3-d]furan 
• 4922-47-8 1-(phenylthio)cyclohex-1-ene 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 278780-91-9 3-(2-bromophenyl)-1,2-naphthoquinone 

Downstream Products

• 243-42-5 β-brazan 

Relevant articles and documents

A Facile Method for the Synthesis of Dihydrofuranonaphthoquinones, Furanonaphthoquinones, and Benzofuranonaphthoquinones

An efficient synthesis of dihydrofuranonaphthoquinone, furanonaphthoquinone, and benzonaphthoquinone derivatives has been carried out starting from 2-hydroxy-1,4-naphthoquinone and a variety of vinyl sulfides in moderate yields.

Strategies towards potent trypanocidal drugs: Application of Rh-catalyzed [2?+?2?+?2] cycloadditions, sulfonyl phthalide annulation and nitroalkene reactions for the synthesis of substituted quinones and their evaluation against Trypanosoma cruzi

Rhodium-catalyzed [2 + 2 + 2] cycloadditions, sulfonyl phthalide annulations and nitroalkene reactions have been employed for the synthesis of 56 quinone-based compounds. These were evaluated against Trypanosoma cruzi, the parasite that causes Chagas disease. The reactions described here are part of a program that aims to utilize modern, versatile and efficient synthetic methods for the one or two step preparation of trypanocidal compounds. We have identified 9 compounds with potent activity against the parasite; 3 of these were 30-fold more potent than benznidazole (Bz), a drug used for the treatment of Chagas disease. This article provides a comprehensive outline of reactions involving over 120 compounds aimed at the discovery of new quinone-based frameworks with activity against T. cruzi.

New '2-phenylnaphthalene'-mediated synthesis of benzo[b]naphtho[2,3-d] furan-6,11-diones and 6-oxa-benzo[a]anthracene-5,7,12-triones: First total synthesis of 6-oxa-benzo[a]anthracen-5-ones

We describe here a novel synthesis of benzo[b]naphtho[2,3-d]furan-6,11- diones based on the heteroannulation of 2-(2-bromophenyl)-3-hydroxy-1,4- naphthoquinones. The naphthoquinones were prepared from 3-(2-bromophenyl) naphthalen-2-ols, which were obtained by intramolecular aldol condensation of 2-[3-(2-bromophenyl)-2-oxo-propyl]benzaldehydes. Alternatively, benzo[b]naphtho[2,3-d]furan-6,11-diones were obtained more directly and efficiently by cyclization of 3-(2-bromophenyl)naphthalen-2-ols to benzo[b]naphtho[2,3-d]furans and oxidation of the resulting compounds. Furthermore, the first 6-oxabenzo[a]anthracen-5-one described was similarly obtained from 2-[3-(2-formylphenyl)-2-oxopropyl]benzoic acid and oxidized to 6-oxa-benzo[a]anthracene-5,7,12-trione.