568593-05-5

Basic information

• Product Name: 2,3,5-tribromo-2,3-dihydrobenzofuran
• Synonyms: 2,3,5-tribromo-2,3-dihydrobenzofuran
• CAS NO: 568593-05-5
• Molecular Formula: C₈H₅Br₃O
• Molecular Weight: 356.8367
• Mol File: 568593-05-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3,5-tribromo-2,3-dihydrobenzofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-tribromo-2,3-dihydrobenzofuran(568593-05-5)
• EPA Substance Registry System: 2,3,5-tribromo-2,3-dihydrobenzofuran(568593-05-5)

Safety Data

• Hazardous Substances Data: 568593-05-5(Hazardous Substances Data)

Upstream product

• 23145-07-5 5-bromobenzofuran 
• 75-15-0 carbon disulfide 

Downstream Products

• 489422-91-5 tert-butyl[4-(3,5-dibromobenzo[b]furan-2-yl)-2-methoxyphenoxy]dimethylsilane 
• 489423-02-1 (E)-tert-butyl{2-methoxy-4-[3-methyl-5-(prop-1-enyl)benzo[b]furan-2-yl]phenoxy}dimethylsilane 
• 489423-03-2 (E)-tert-butyldimethyl{4-[3-methyl-5-(prop-1-enyl)benzo[b]furan-2-yl]phenoxy}silane 
• 489422-89-1 3,5-dibromo-2-(3,4-dimethoxyphenyl)benzo[b]furan 
• 365448-15-3 tert-butyl[4-(3,5-dibromobenzo[b]furan-2-yl)phenoxy]dimethylsilane 
• 365448-05-1 3,5-dibromo-2-(4-methoxyphenyl)benzo[b]furan 
• 365448-06-2 5-bromo-2-(4-methoxyphenyl)-3-methylbenzo[b]furan 
• 41744-29-0 (E)-2-(3,4-dimethoxyphenyl)-3-methyl-5-(prop-1-enyl)benzo[b]furan 
• 41744-28-9 eupomatenoid-5 
• 40341-58-0 (E)-2-(4-methoxyphenyl)-3-methyl-5-(prop-1-enyl)benzo[b]furan 
• 41744-26-7 eupomatenoid 6 
• 41744-27-8 eupomatenoid-3 
• 99660-97-6 dibromo-3,5 benzofuranne 

Relevant articles and documents

Regioselective C-C bond formation reactions on 2,3-dibromo- and 2,3,5-tribromobenzofuran as an access to multiply substituted benzofurans. Total syntheses of eupomatenoids 3, 4, 5, 6, and 15

Regioselective C-C-bond formation reactions at 2,3-dibromobenzofuran (1) and 2,3,5-tribromobenzofuran (6) were studied. Pd-catalyzed Sonogashira and Negishi cross-coupling occurred with perfect regioselectivity at carbon atom C-2 to provide 2-substituted 3-bromobenzofurans (12, 14) and 3,5-dibromobenzofurans (17, 18) in 50-91% yield. A regioselective displacement of the bromine substituents in 3,5-dibromobenzofurans 18 was achieved by a halogen-metal exchange reaction at carbon atom C-3 and by a Nicatalyzed Kumada cross-coupling at C-5. The methodology was applied to the synthesis of eupomatenoids 3, 4, 5, 6, and 15 (5). The synthesis of these compounds was achieved in overall yields of up to 60%.