Abstract
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).
| Original language | English |
|---|---|
| Pages (from-to) | 8059-8062 |
| Number of pages | 4 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 51 |
| Issue number | 32 |
| DOIs | |
| Publication status | Published - 6 Aug 2012 |
| Externally published | Yes |
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Keywords
- aziridination
- hypoiodous acid
- iodine
- organocatalysis
- oxidation
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
Cite this
Hypoiodite-mediated metal-free catalytic aziridination of alkenes. / Yoshimura, Akira; Middleton, Kyle R.; Zhu, Chenjie; Nemykin, Victor N.; Zhdankin, Viktor V.
In: Angewandte Chemie - International Edition, Vol. 51, No. 32, 06.08.2012, p. 8059-8062.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Hypoiodite-mediated metal-free catalytic aziridination of alkenes
AU - Yoshimura, Akira
AU - Middleton, Kyle R.
AU - Zhu, Chenjie
AU - Nemykin, Victor N.
AU - Zhdankin, Viktor V.
PY - 2012/8/6
Y1 - 2012/8/6
N2 - 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).
AB - 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).
KW - aziridination
KW - hypoiodous acid
KW - iodine
KW - organocatalysis
KW - oxidation
UR - http://www.scopus.com/inward/record.url?scp=84864751447&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84864751447&partnerID=8YFLogxK
U2 - 10.1002/anie.201203925
DO - 10.1002/anie.201203925
M3 - Article
VL - 51
SP - 8059
EP - 8062
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
SN - 1433-7851
IS - 32
ER -