75519-87-8

Upstream product

• 75519-85-6 5-methoxycarbonyl-4-methyl-1-phenyl-2,3,7-trioxabicyclo<2.2.1>hept-5-ene 
• 75519-89-0 2-hydroperoxy-5-methoxy-3-methoxycarbonyl-2-methyl-5-phenyldihydrofuran 
• 75519-85-6 endo-(methyl 2,5-epidioxy-2,5-dihydro-2-methyl-5-phenylfuran-3-carboxylate) 
• 29113-73-3 methyl 2-methyl-5-phenylfuran-3-carboxylate 

Downstream Products

• 29113-73-3 methyl 2-methyl-5-phenylfuran-3-carboxylate 
• 75519-88-9 methyl (Z)-2-acetyl-3-benzoylacrylate 
• 75519-86-7 methyl (E)-2-acetyl-3-benzoyl-2,3-epoxypropionate 
• 75519-86-7 (2S,3S)-2-Acetyl-3-benzoyl-oxirane-2-carboxylic acid methyl ester 
• 90043-44-0 (3R,3aR,6aS)-5-Methyl-2-oxo-6a-phenyl-2,3,3a,6a-tetrahydro-furo[2,3-b]furan-3,4-dicarboxylic acid dimethyl ester 

Relevant academic research and scientific papers

Photochemical and Chemical Behaviour of 2,5-Hydroperoxyhydroxy-2,5-dihydrofurans

From hydroxyhydroperoxides II and III a new bicyclic system, namely the 5,6-dioxabicyclohexane VII is obtained by photolysis or by protic acids.Epimer epoxides IV and XI are obtained on reaction with triethylamine.

Photosensitized Oxidation of Furans. III. Comparison Between Photochemically and Thermally Generated Singlet Oxygen Oxidation of 3-Methoxycarbonyl-2-methyl-5-phenylfuran

Thermal conversion of furan endo-peroxide I, obtained by photosensitized oxidation of furan II, yields very similar results to those of the oxidation of the furan II by thermally generated singlet oxygen, showing that also in the latter case the endo-peroxide I is the key intermediate.A mechanistic interpretation of the furan II-singlet oxygen reaction is reported.

Photosensitized Oxidation of Furans. Part 2. Comparison between Triplet and Singlet Molecular Oxygen Oxidation of Methyl 2-Methyl-5-phenylfuran-3-carboxylate

Unsensitized photo-oxidation of the furan (1) yields acrylate (4) as the major product.This reaction and that with singlet oxygen proceed through completely independent routes.Oxidation of (1) by triplet oxygen has also been studied using AIBN as a free-radical initiator; in addition to (4) the product (12), incorporating the isobutyronitrile radicals, was formed.

Photosensitized Oxidation of Furans. Part 1. Synthesis and Properties of Furan endo-Peroxides

Photosensitized oxidation of 3-methoxycarbonylfurans (1) at -15 deg C yields quiantitatively furan endo-peroxides (2) which are stable at this temperature under strictly anhydrous conditions.At room temperature in absence of solvent and moisture, within 1