69083-38-1Relevant academic research and scientific papers
A New, General, and Convenient Synthesis of 5-Deazaflavins (5-Deazaisoalloxazines) and Bis-(5-deazaflavin-10-yl)alkanes
Nagamatsu, Tomohisa,Hashiguchi, Yuko,Yoneda, Fumio
, p. 561 - 565 (2007/10/02)
The condensation of 6-substituted aminouracils or bis(uracil-6-amino)alkanes with o-halogenobenzaldehydes in dimethylformamide led to the formation of the corresponding 5-deazaflavins or bid(5-deazaflavin-10-yl)alkanes in a single step.
Synthesis of 10-Arylpyrimidoquinoline-2,4(3H,10H)diones (10-Aryl-5-deazaflavins) and Their Use in Oxidations of Alcohols and Amines
Yoneda, Fumio,Tsukuda, Kinshiro,Shinozuka, Kazuo,Hirayama, Fumitoshi,Uekama, Kaneto,Koshiro, Akira
, p. 3049 - 3056 (2007/10/02)
Treatment of aryl-bis(6-anilino-3-methyluracil-5-yl)methanes, which were prepared by the condensation of 6-anilino-3-methyluracils with arylaldehydes, with diethyl azodicarboxylate (DAD) in the presence of sulfolane led to the formation of the corresponding 10-arylpyrimidoquinoline-2,4(3H,10H)-diones (10-aryl-5-deazaflavins).Heating of the methanes alone in sulfolane without DAD gave the corresponding 5-aryl-5-deazaalloxazines.The oxidizing abilities of the 10-aryl-5-deazaflavins thus obtained were examined from both kinetic and synthetic viewpoints.The oxidations of benzyl alcohol and benzylamine by these 5-deazaflavins have been shown to recycle automatically, and more than 100percent yield of benzaldehyde (based on the 5-deazaflavins) was obtained.Keywords - pyrimidoquinoline; 5-deazaflavin; alcohol oxidation; amine oxidation; diethyl azodicarboxylate; aryl-bis(6-anilinouracil-5-yl)methane; 5-deazaalloxazine; turn-over catalyst; biomimetic axidation.
