Hypoiodite-mediated metal-free catalytic aziridination of alkenes

Akira Yoshimura, Kyle R. Middleton, Chenjie Zhu, Victor N. Nemykin, Viktor V. Zhdankin

Research output: Contribution to journal › Article

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	https://doi.org/10.1002/anie.201203925
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

Yoshimura, A., Middleton, K. R., Zhu, C., Nemykin, V. N., & Zhdankin, V. V. (2012). Hypoiodite-mediated metal-free catalytic aziridination of alkenes. Angewandte Chemie - International Edition, 51(32), 8059-8062. https://doi.org/10.1002/anie.201203925

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10.1002/anie.201203925