344350-75-0

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 64150-61-4 dibromobenzofuran 
• 64150-67-0 2,3,5-tribromobenzofuran 
• 31766-64-0 1-methoxy-2-[2-(4-methoxyphenyl)ethynyl]benzene 
• 271-89-6 1-benzofurane 
• 5720-07-0 4-methoxyphenylboronic acid 
• 19234-04-9 2-(p-methoxyphenyl)-benzo[b]furan 
• 54008-77-4 2-bromo-1-benzofuran 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 365448-05-1 3,5-dibromo-2-(4-methoxyphenyl)benzo[b]furan 

Downstream Products

• 19234-04-9 2-(p-methoxyphenyl)-benzo[b]furan 
• 1579264-22-4 C₂₂H₁₈O₂ 

Relevant academic research and scientific papers

Rapid regio- and multi-coupling reactivity of 2,3-dibromobenzofurans with atom-economic triarylbismuths under palladium catalysis

A regio- and chemoselective cross-coupling study using 2,3-dibromobenzofurans and 2,3,5-tribromobenzofuran was achieved with sub-stoichiometric loadings of triarylbismuths as atom-economic reagents under Pd-catalyzed conditions. As part of this study, various 2,3-diaryl- and 2,3,5-triarylbenzofuran products were obtained in high yields, involving one-pot operations and short reaction times.

Fluorination of 2-substituted benzo[b]furans with Selectfluor

An efficient protocol was developed to access 3-fluoro-2-hydroxy-2-substituted benzo[b]furans with Selectfluor as the fluorinating reagent in MeCN and water. By utilizing SOCl2/Py as the dehydrating agent, the compounds above were readily conve

Synthesis of arylated benzofurans by regioselective Suzuki-Miyaura cross-coupling reactions of 2,3-dibromobenzofurans- and 2,3,5-tribromobenzofurans

Arylated benzofurans were prepared by regioselective Suzuki-Miyaura cross-coupling reactions of 2,3-dibromobenzofuran. The reactions proceeded with very good site-selectivity in favor of the more electron deficient position 2. The Suzuki-Miyaura reactions

MPHT-Promoted bromocyclization of of ortho-substituted arylalkynes: Application to the synthesis of 2-substituted 3-bromobenzofurans and -benzo[b]thiophenes

A convenient: and general approach to the synthesis of 2substituted 3-bromobenzofurans and -benzothiophenes was developed. The procedure is based, on the cyclization of orfho-substituted arylalkynes in the presence of N-methylpyrrolidin-2-one hydrotribromide (MPHT) as a soft and easy-tohandle electrophilic brominating reagent. Under mild reaction conditions, MPHT promoted the bromocyclization of various enynes and diynes as well as arylalkynes to give 2substituted 3-bromobenzofurans and -benzothiophenes in. high to excellent: yields. Subsequent: functionalization by palladium-catalyzed coupling reactions at the C-Br bond afforded general access to 2,3-disubstituted benzofurans and benzothiophenes of biological interest.

Synthesis of novel benzo[ b ]furans and benzo[ b ]thiophenes: Analogs of combretastatin and resveratrol

A rapid and efficient synthesis of fused polyphenolic/polymethoxy benzofurans and benzothiophenes that have potential as antitumor agents and components of anti-HIV combination therapy has been achieved.

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%.

2,3-Disubstituted 2,3,5-trisubstituted benzofurans by regioselective Pd-catalyzed cross-coupling reactions; a short synthesis of eupomatenoid-15

2,3-Dibromobenzofuran (1) 2,3,5-tribromobenzofuran (2) undergo regioselective Sonogashira- Negishi-type cross-coupling reactions at the 2-position. Subsequent substitution reactions at C-3 are possible for the cross-coupling products obtained from compoun