37079-35-9Relevant academic research and scientific papers
Hypoiodite-mediated metal-free catalytic aziridination of alkenes
Yoshimura, Akira,Middleton, Kyle R.,Zhu, Chenjie,Nemykin, Victor N.,Zhdankin, Viktor V.
, p. 8059 - 8062 (2012)
Look, no metal: A metal-free catalytic procedure for aziridination of alkenes using tetrabutylammonium iodide as the catalyst, m-chloroperoxybenzoic acid (mCPBA) as the terminal oxidant, and N-aminophthalimide as the nitrenium precursor has been developed (see scheme; right: X-ray structure of one of the products). Control experiments suggests that the active oxidant is in situ generated hypoiodous acid (HIO). Copyright
AZIRIDINATION BY OXIDATIVE ADDITION OF N-AMINOQUINAZOLONES TO ALKENES: EVIDENCE FOR NON-INVOLVEMENT OF N-NITRENES
Atkinson, Robert S.,Grimshire, Michael J.,Kelly, Brian J.
, p. 2875 - 2886 (2007/10/02)
Oxidation of 3-aminoquinazolones e.g. (22) with lead tetra-acetate at -20 deg C gives N-acetoxyaminoquinazolones e.g. (23) which are stable in solution at this temperature.These N-acetoxyaminoquinazolones function as inter- and intramolecular aziridinating agents for alkenes and appear to be playing the role previously ascribed to the corresponding N-nitrenes.An analogous N-acetoxyaminophthalimide intermediate (31) is implicated in the lead tetra-acetate oxidation of N-aminophthalimide (4).
