222712-34-7

Upstream product

• 79-08-3 bromoacetic acid 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 93435-57-5 α-tosyloxy-p-methoxyacetophenone 

Downstream Products

• 222712-41-6 2-(2-ethoxyphosphoryl)acetoxy-1-(4-methoxyphenyl)ethanone 
• 3516-65-2 4-(4-methoxyphenyl)furan-2(5H)-one 
• 136762-97-5 4-(4-hydroxyphenyl)-5-[(Z)-(4-hydroxyphenyl)methylidene]furan-2-one 
• 136762-95-3 rubrolide C 
• 216227-78-0 4-(4-methoxyphenyl)-5-[(Z)-(4-methoxyphenyl)methylidene]furan-2-one 
• 216227-75-7 (5Z)-5-(3,5-dibromo-4-methoxybenzylidene)-4-(4-methoxyphenyl)furan-2(5H)-one 

Relevant academic research and scientific papers

New concise and efficient synthesis of rubrolides C and e via intramolecular Wittig reaction

A short total synthesis of rubrolides C and E has been achieved in four steps, using readily available 4-methoxyacetophenone, 2-bromoacetic acid, and the appropriate aromatic aldehyde, in 46 and 45% yield, respectively. Key reactions involved are α-tosyloxylation of the aryl methyl ketone, intramolecular Wittig reaction, Knoevenagel condensation, and demethylation. Copyright

Butenolide annelation using a manganese(III) oxidation. A synthesis of 4-arylfuran-2(5H)-ones

A general procedure was developed for the annelation of a butenolide to an aromatic ketone that highlighted a manganese(III) oxidation of aromatic ketones. The oxidation of aromatic ketones with manganese(III) acetate in the presence of 2-bromoacetic acid or the Mn(II) salt of this carboxylic acid provided a regioselectively convenient synthesis of 2-(2-bromoacetoxy) ketones. An Arbuzov or Wittig reaction of 2-(2-bromoacetoxy) ketones followed by cyclisation furnished 4-arylfuran-2(5H)-ones in good yield.