82500-56-9Relevant academic research and scientific papers
Synthesis of 2H-Chromenopyrimidine-2,4(3H)-diones (10-Oxa-5-deazaflavins) and Their Use in the Oxidation of Benzyl Alcohol
Yoneda, Fumio,Hirayama, Ryiochi,Yamashita, Machiko
, p. 301 - 304 (2007/10/02)
Treatment of 6-phenoxyuracil derivatives with the Vilsmeier reagent (dimethylformamide-phosphorous oxychloride)gave the corresponding 5-formyl-6-phenoxyuracil derivatives or their equivalents (5-dimethylaminomethylene-6-phenoxyuracil derivatives).Dehydrative cyclization of the above 5-formyluracils or 5-dimethylaminomethyleneuracils with polyphosphoric acid gave the corresponding 2H-chromenopyrimidine-2,4(3H)diones (10-oxa-5-deazaflavins).These 10-oxa-5-deazaflavins showed strong oxidizing power in oxidizing benzyl alcohol even under neutral conditions (without base) to give benzaldehyde, while they were hydrogenated to 1,5-dihydro-10-oxa-5-deazaflavins.
SYNTHESIS OF 2H-CHROMENOPYRIMIDINE-2,4(3H)-DIONES (5-DEAZA-10-OXAFLAVINS) AS AN AUTORECYCLING OXIDIZING AGENT
Yoneda, Fumio,Hirayama, Ryoichi,Yamashita, Machiko
, p. 1157 - 1160 (2007/10/02)
Treatment of 3-methyl-6-phenoxyuracils with the Vilsmeier reagent gave the corresponding 5-formyl-3-methyl-6-phenoxyuracils.Dehydrative cyclization of the above 5-formyluracils with polyphosphoric acid gave 3-methyl-2H-chromenopyrimidine-2,4(3H)-diones (3-methyl-5-deaza-10-oxaflavins).These 5-deaza-10-oxaflavins showed strong oxidizing power in oxidizing benzyl alcohol even under neutral conditions to give benzaldehyde, while they were hydrogenated to 1,5-dihydro-5-deaza-10-oxaflavins.
