67873-26-1Relevant articles and documents
Mechanism and scope of the MnIII-initiated oxidation of β-ketocarbonyl compounds: Furan synthesis
Wang, Chao,Li, Zhilong,Ju, Yeming,Koo, Sangho
, p. 6976 - 6985 (2013/03/13)
Unless the MnIII-produced carbon-radical from β-ketocarbonyl compounds undergoes smooth intramolecular addition to alkenes, it traps molecular oxygen in the reaction medium to produce a peroxy radical, which reacts with the neighbouring carbonyl group to form 1,2-dioxetane. Thermal decomposition of 1,2-dioxetane completes the oxidation to produce α-oxo ester. This oxidation seems to be general at 50°C under aerobic conditions, and can be catalytic for MnIII in AcOH with ultrasonic irradiation. Thus, the development of a new synthetic method for diversely substituted furans has been accomplished based on a couple of the MnIII-initiated domino oxidation of β-ketocarbonyl compounds with a suitable α-allylic substitution. Copyright