479-11-8

Upstream product

• 214541-42-1 1,2,3,4,6,11-hexahydrobenzo[b]naphtho[2,3-d]furan-6,11-dione 
• 857541-70-9 9,10-dihydro-8H-benzo[b]naphtho[2,3-d]furan-7-one 
• 667941-09-5 4-dibenzofuran-2-yl-butyric acid 
• 3156-43-2 2-(2-nitro-vinyl)-phenol 
• 90-02-8 salicylaldehyde 
• 33094-66-5 2-nitro-benzofuran 
• 65131-08-0 3-phenylsulfonylphthalide 
• 220459-72-3 2-phenoxynaphthalene-1,4-dione 
• 1010-60-2 2-chloro-1,4-naphthoquinone 
• 533-58-4 2-Iodophenol 
• 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 academic research and scientific papers

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.

A single-step palladium-catalysed synthesis of naphtho[2,3-b]benzofuran-6,11-diones and 2-(hydroxyphenyl)naphthalene-1,4-diones

Palladium-catalysed competitive three-component C–H functionalisation reactions and cascade coupling ring-closing reactions of quinones with iodophenols in dihaloalkanes are described. During initial attempts to conduct C–H functionalisation reactions of quinones with iodophenols in dihaloalkanes, surprisingly a three-component C–H functionalisation reaction was discovered. Furthermore, as the reaction of chloroquinones with iodophenols was in progress, another surprising cascade coupling with ring closure was achieved. This provided an efficient single-step synthesis of naphtho[2,3-b]benzofuran-6,11-diones.

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.

Synthesis of carbazoloquinone derivatives and their antileukemic activity via modulating cellular reactive oxygen species

Carbazoloquinone alkaloids are of great interest as privileged structures for anticancer drug molecules. The purpose of this study was to investigate the structure-activity relationships of carbazoloquinone derivatives as anticancer agents. A series of ca

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.

Synthesis of benzo[b]naphtho[2,3-d]furan-6,11-dione via one-pot remote anionic fries rearrangement and metalation reaction

The use of a lithiation reaction to transform the bromo-arylcarbamate 8a into the corresponding benzo[b]naphtho[2,3-d]furan-6,11-dione (2) is described.

Efficient synthesis of dihydrofurans with sulfide groups by ceric(IV) ammonium nitrate-mediated oxidative cycloaddition of 1,3-dicarbonyl compounds to vinyl sulfides. Application to the synthesis of benzo[b]naphtho[2,3-d]furan-6,11-dione and first total synthesis of millettocalyxins C and pongamol methyl ether

Ceric(IV) ammonium nitrate-mediated oxidative cycloaddition of 1,3-dicarbonyls to vinyl sulfides afforded substituted dihydrofurans with sulfide groups in moderate yields. This new synthetic method has been applied to the synthesis of benzo[b]naphtho[2,3-d]furan-6,11-dione and furanoflavone natural products such as millettocalyxins C and pongol methyl ether.

1,2- and 1,4-naphthoquinones: General synthesis of benzo[b]naphtho [2,3- d]furan-6,11-diones

A new general synthesis of benzo[b]naphtho[2,3-d]furan-6,11-diones starting from readily available 2-(2'-oxo-3'-phenylpropyl)benzaldehydes is described. (C) 2000 Elsevier Science Ltd.