Preparation and chemistry of stable azidoiodinanes: 1-Azido-3,3-bis(trifluoromethyl)-3-(1H)-1,2-benziodoxol and 1-Azido-1,2-benziodoxol-3-(1H)-one

Viktor Zhdankin; Chris J. Kuehl; Alexei P. Krasutsky; Mark S. Formaneck; Jason T. Bolz

doi:10.1016/0040-4039(94)88357-2

Preparation and chemistry of stable azidoiodinanes: 1-Azido-3,3-bis(trifluoromethyl)-3-(1H)-1,2-benziodoxol and 1-Azido-1,2-benziodoxol-3-(1H)-one

Viktor Zhdankin, Chris J. Kuehl, Alexei P. Krasutsky, Mark S. Formaneck, Jason T. Bolz

Chemistry & Biochemistry

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Abstract

Azidoiodinanes 2,4,6 can be prepared from benziodoxols 1,3 and trimethylsilyl azide in the form of stable, crystalline compounds. These compounds are potentially useful reagents for electrophilic azidonation of organic substrates. For example, reaction of azide 6 with cyclohexene affords 2-azidocyclohexanone 7 in moderate yield.

Original language	English (US)
Pages (from-to)	9677-9680
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	52
DOIs	https://doi.org/10.1016/0040-4039(94)88357-2
State	Published - Dec 26 1994

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title = "Preparation and chemistry of stable azidoiodinanes: 1-Azido-3,3-bis(trifluoromethyl)-3-(1H)-1,2-benziodoxol and 1-Azido-1,2-benziodoxol-3-(1H)-one",

abstract = "Azidoiodinanes 2,4,6 can be prepared from benziodoxols 1,3 and trimethylsilyl azide in the form of stable, crystalline compounds. These compounds are potentially useful reagents for electrophilic azidonation of organic substrates. For example, reaction of azide 6 with cyclohexene affords 2-azidocyclohexanone 7 in moderate yield.",

author = "Viktor Zhdankin and Kuehl, {Chris J.} and Krasutsky, {Alexei P.} and Formaneck, {Mark S.} and Bolz, {Jason T.}",

year = "1994",

month = dec,

day = "26",

doi = "10.1016/0040-4039(94)88357-2",

language = "English (US)",

volume = "35",

pages = "9677--9680",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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TY - JOUR

T1 - Preparation and chemistry of stable azidoiodinanes

T2 - 1-Azido-3,3-bis(trifluoromethyl)-3-(1H)-1,2-benziodoxol and 1-Azido-1,2-benziodoxol-3-(1H)-one

AU - Zhdankin, Viktor

AU - Kuehl, Chris J.

AU - Krasutsky, Alexei P.

AU - Formaneck, Mark S.

AU - Bolz, Jason T.

PY - 1994/12/26

Y1 - 1994/12/26

N2 - Azidoiodinanes 2,4,6 can be prepared from benziodoxols 1,3 and trimethylsilyl azide in the form of stable, crystalline compounds. These compounds are potentially useful reagents for electrophilic azidonation of organic substrates. For example, reaction of azide 6 with cyclohexene affords 2-azidocyclohexanone 7 in moderate yield.

AB - Azidoiodinanes 2,4,6 can be prepared from benziodoxols 1,3 and trimethylsilyl azide in the form of stable, crystalline compounds. These compounds are potentially useful reagents for electrophilic azidonation of organic substrates. For example, reaction of azide 6 with cyclohexene affords 2-azidocyclohexanone 7 in moderate yield.

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U2 - 10.1016/0040-4039(94)88357-2

DO - 10.1016/0040-4039(94)88357-2

M3 - Article

AN - SCOPUS:0028079718

SN - 0040-4039

VL - 35

SP - 9677

EP - 9680

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 52

ER -

Preparation and chemistry of stable azidoiodinanes: 1-Azido-3,3-bis(trifluoromethyl)-3-(1H)-1,2-benziodoxol and 1-Azido-1,2-benziodoxol-3-(1H)-one

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