O-alkoxyphenyliminoiodanes: Highly efficient reagents for the catalytic aziridination of alkenes and the metal-free amination of organic substrates

Abstract

Efficient nitrene precursors: Highly reactive iminoiodane-based nitrene precursors were prepared from ortho-alkoxyiodobenzenes. Owing to the presence of the ortho-substituent on the phenyl ring, these new iminoiodanes have excellent solubility in organic solvents and are efficient reagents for the catalytic aziridination of alkenes or the metal-free tosylamination of organic substrates (see scheme, Ts=tosyl).

Original language	English
Pages (from-to)	10538-10541
Number of pages	4
Journal	Chemistry - A European Journal
Volume	17
Issue number	38
DOIs	https://doi.org/10.1002/chem.201102265
Publication status	Published - 12 Sep 2011
Externally published	Yes

Keywords

amination
aziridination
hypervalent compounds
iodine
oxidation

ASJC Scopus subject areas

Chemistry(all)

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10.1002/chem.201102265

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@article{f65bc24eba3c462c8111724a25848776,

title = "O-alkoxyphenyliminoiodanes: Highly efficient reagents for the catalytic aziridination of alkenes and the metal-free amination of organic substrates",

abstract = "Efficient nitrene precursors: Highly reactive iminoiodane-based nitrene precursors were prepared from ortho-alkoxyiodobenzenes. Owing to the presence of the ortho-substituent on the phenyl ring, these new iminoiodanes have excellent solubility in organic solvents and are efficient reagents for the catalytic aziridination of alkenes or the metal-free tosylamination of organic substrates (see scheme, Ts=tosyl).",

keywords = "amination, aziridination, hypervalent compounds, iodine, oxidation",

author = "Akira Yoshimura and Nemykin, {Victor N.} and Zhdankin, {Viktor V.}",

year = "2011",

month = sep,

day = "12",

doi = "10.1002/chem.201102265",

language = "English",

volume = "17",

pages = "10538--10541",

journal = "Chemistry - A European Journal",

issn = "0947-6539",

publisher = "Wiley-VCH Verlag",

number = "38",

}

TY - JOUR

T1 - O-alkoxyphenyliminoiodanes

T2 - Highly efficient reagents for the catalytic aziridination of alkenes and the metal-free amination of organic substrates

AU - Yoshimura, Akira

AU - Nemykin, Victor N.

AU - Zhdankin, Viktor V.

PY - 2011/9/12

Y1 - 2011/9/12

N2 - Efficient nitrene precursors: Highly reactive iminoiodane-based nitrene precursors were prepared from ortho-alkoxyiodobenzenes. Owing to the presence of the ortho-substituent on the phenyl ring, these new iminoiodanes have excellent solubility in organic solvents and are efficient reagents for the catalytic aziridination of alkenes or the metal-free tosylamination of organic substrates (see scheme, Ts=tosyl).

AB - Efficient nitrene precursors: Highly reactive iminoiodane-based nitrene precursors were prepared from ortho-alkoxyiodobenzenes. Owing to the presence of the ortho-substituent on the phenyl ring, these new iminoiodanes have excellent solubility in organic solvents and are efficient reagents for the catalytic aziridination of alkenes or the metal-free tosylamination of organic substrates (see scheme, Ts=tosyl).

KW - amination

KW - aziridination

KW - hypervalent compounds

KW - iodine

KW - oxidation

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U2 - 10.1002/chem.201102265

DO - 10.1002/chem.201102265

M3 - Article

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VL - 17

SP - 10538

EP - 10541

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

SN - 0947-6539

IS - 38

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