365448-06-2

Basic information

• Product Name: Benzofuran, 5-bromo-2-(4-methoxyphenyl)-3-methyl-
• CAS NO: 365448-06-2
• Molecular Formula: C16H13BrO2
• Molecular Weight: 317.182
• Mol File: 365448-06-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzofuran, 5-bromo-2-(4-methoxyphenyl)-3-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzofuran, 5-bromo-2-(4-methoxyphenyl)-3-methyl-(365448-06-2)
• EPA Substance Registry System: Benzofuran, 5-bromo-2-(4-methoxyphenyl)-3-methyl-(365448-06-2)

Safety Data

• Hazardous Substances Data: 365448-06-2(Hazardous Substances Data)

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 365448-05-1 3,5-dibromo-2-(4-methoxyphenyl)benzo[b]furan 
• 74-88-4 methyl iodide 
• 568593-05-5 2,3,5-tribromo-2,3-dihydrobenzofuran 
• 64150-67-0 2,3,5-tribromobenzofuran 
• 99660-97-6 dibromo-3,5 benzofuranne 
• 23145-07-5 5-bromobenzofuran 

Downstream Products

• 40341-58-0 (E)-2-(4-methoxyphenyl)-3-methyl-5-(prop-1-enyl)benzo[b]furan 
• 568593-04-4 2-(4-Methoxy-phenyl)-3-methyl-5-((E)-propenyl)-benzofuran 

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%.