328945-93-3

Upstream product

• 137396-01-1 4-bromo-3-methoxyphenyl 4-methylbenzenesulfonate 
• 1066-54-2 trimethylsilylacetylene 
• 328945-99-9 1-Iodo-2-methoxy-4-(tosyloxy)benzene 
• 108-46-3 recorcinol 
• 41046-68-8 4-iodobenzene-1,3-diol 
• 494773-45-4 4-bromo-3-hydroxy-phenyl 4-methyl-benzenesulfonate 
• 6626-15-9 4-Bromoresorcinol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 328945-98-8 Methyl 6-hydroxy-2-[2-hydroxy-4-(tosyloxy)phenyl]benzo[b]furan-3-carboxylate 
• 328945-97-7 Methyl 6-methoxy-2-[2-methoxy-4-(tosyloxy)phenyl]benzo[b]furan-3-carboxylate 
• 328945-88-6 2-Acetoxy-2',4-dimethoxy-4'-(tosyloxy)diphenylacetylene 
• 328945-95-5 2-Hydroxy-2',4-dimethoxy-4'-(tosyloxy)diphenylacetylene 
• 328945-96-6 6-Methoxy-2-[2-methoxy-4-(tosyloxy)phenyl]benzo[b]furan 
• 796089-78-6 coumestrol 
• 57800-41-6 Vignafuran 
• 479-13-0 coumestrol 
• 870456-50-1 6-(3-iodo-6-{[(4-methylphenyl)sulfonyl]oxy}-1-benzofuran-2-yl)-2,2-dimethyl-2H-chromen-5-yl acetate 
• 870456-49-8 6-[2-methoxy-4-(tosyloxy)phenylethynyl]-2,2-dimethyl-2H-chromen-5-yl acetate 
• 870456-45-4 2-(2,4-diacetoxyphenyl)-3-iodo-6-(tosyloxy)benzo[b]furan 
• 870456-51-2 2,2-dimethyl-6-oxo-2H,6H-benzofuro[3,2-c]pyrano[2,3-h]chromen-9-yl 4-methylbenzenesulfonate 
• 870456-44-3 2,4-diacetoxy-2'-methoxy-4'-tosyloxy-diphenylacetylene 
• 870456-46-5 toluene-4-sulfonic acid 3-hydroxy-6-oxo-6H-benzo[4,5]furo[3,2-c]chromen-9-yl ester 

Relevant academic research and scientific papers

An efficient synthesis of coumestrol and coumestans by iodocyclization and Pd-catalyzed intramolecular lactonization

The iodocyclization of acetoxy-containing 2-(1-alkynyl)anisoles and subsequent direct palladium-catalyzed carbonylation/lactonization provide an efficient route to naturally occurring coumestan and coumestrol, and their related analogues.

Total syntheses of three natural products, vignafuran, 2-(4-hydroxy-2-methoxyphenyl)-6-methoxybenzofuran-3-carboxylic acid methyl ester, and coumestrol from a common starting material

Vignafuran 2, 2-(4-hydroxy-2-methoxyphenyl)-6-methoxybenzofuran-3-carboxylic acid methyl ester 3, and coumestrol 4 were efficiently synthesized from the same starting material, 4-bromoresorcinol 14a, through the common intermediate, diarylacetylene 7. The key steps of these syntheses were the tetrabutylammonium fluoride (TBAF)-catalyzed benzo[b]furan ring formation for 2 and the carbonylative ring closure methodology catalyzed by a Pd complex for 3 and 4. The Royal Society of Chemistry 2000.