196-15-6Relevant academic research and scientific papers
The Synthesis of Novel 3,4-Dihydro-1,2,5,7,4-tetroxazocine Derivatives via Extended Cycloaddition Reactions between a Carbonyl Oxide, a Nitrone and an Aldehyde
Satake, Syuzo,Ushigoe, Yoshihiro,Nojima, Masatomo,McCullough, Kevin J.
, p. 1469 - 1470 (1995)
Ozonolysis of acenaphthylene in the presence of a nitrone 2 yields the corresponding polycyclic peroxide 5 containing the novel dihydro-1,2,5,7,4-tetroxazocine ring system; the structure of the crystalline adduct 5a has been unambiguously determined by X-ray crystallographic analysis.
Highly efficient biphasic ozonolysis of alkenes using a high-throughput film-shear flow reactor
Kendall, Alexander J.,Barry, Justin T.,Seidenkranz, Daniel T.,Ryerson, Ajay,Hiatt, Colin,Salazar, Chase A.,Bryant, Dillon J.,Tyler, David R.
supporting information, p. 1342 - 1345 (2018/03/27)
A new method for ozonolysis of alkenes using a continuous flow film-shear reactor was developed. The reactor uses a shearing microfluidic mixing chamber to provide biphasic mixing of an organic phase and aqueous phase with ozone gas. The H2O acts as an in situ reducing agent for the carbonyl oxide intermediate, providing ketones and aldehydes directly from the reaction mixture. Flow rates of up to 1.0 mmol/min (alkene) with an ozone reaction efficiency of >70% were achieved. Aryl conjugated olefins reacted to form carbonyl species in good yields on a multi-gram scale; however, alkyl olefins reacted with ozone to predominantly form secondary ozonides. The discrepancy in product distributions between alkyl and aryl olefins likely originates from the electronic stability of the carbonyl oxide intermediate, which is longer lived for aryl derivatives due to conjugation.
Ozonolyses of cycloalkenes in the presence of carbonyl compounds
Shin, Hyea Sook,Lee, Chi Won,Lee, Joo Yeon,Huh, Tae Sung
, p. 335 - 348 (2007/10/03)
Ozonolysis reactions of a series of cyclic olefins 1 in the presence of carbonyl compounds 6 provided the corresponding cross-ozonides 42. Further reactions of ozonides 42 with the independently prepared carbonyl oxide +CH2-OO- gave diozonides of structure 43. All of the new ozonides have been isolated as pure substances and characterized by their 1H- and 13C- NMR spectra.
