N-Oxides of 1,1,1-Tris(pyrid-2-yl)ethane

Ahmed Nada; Mohammed Almansouri; Abdulrahman Al-Harbi; Jameel Al-Thagafi; Abdul Malik P. Peedikakkal; Ahmed Al-Harbi

doi:10.1016/j.tetlet.2020.152326

N-Oxides of 1,1,1-Tris(pyrid-2-yl)ethane

Ahmed Nada, Mohammed Almansouri, Abdulrahman Al-Harbi, Jameel Al-Thagafi, Abdul Malik P. Peedikakkal, Ahmed Al-Harbi^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

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Abstract

Herein we report the synthesis of a new class of pyridine-N-oxide compounds, namely: 1,1,1-tris(pyrid-2-yl)ethane N-oxide, 1,1,1-tris(pyrid-2-yl)ethane N,N′-dioxide and 1,1,1-tris(pyrid-2-yl)ethane N,N′, N″-trioxide. The Mono-N-oxide is formed by treatment of the parent pyridine compound with hydrogen peroxide in acetic acid at 100 °C. On the other hand, treating the corresponding pyridine with m-chloroperbenzoic acid(m-CPBA) in chloroform at reflux led to a mixture of di and tri-N-oxide products.

Original language	English
Article number	152326
Journal	Tetrahedron Letters
Volume	61
Issue number	39
DOIs	https://doi.org/10.1016/j.tetlet.2020.152326
State	Published - 24 Sep 2020

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Publisher Copyright:
© 2020 Elsevier Ltd

Keywords

Oxidation of bis(pyrid-2-yl)methane and 1,1,1-tris(pyrid-2-yl)ethane

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2020.152326

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@article{0f2ed60a62c5436dbad4487508320d61,

title = "N-Oxides of 1,1,1-Tris(pyrid-2-yl)ethane",

abstract = "Herein we report the synthesis of a new class of pyridine-N-oxide compounds, namely: 1,1,1-tris(pyrid-2-yl)ethane N-oxide, 1,1,1-tris(pyrid-2-yl)ethane N,N′-dioxide and 1,1,1-tris(pyrid-2-yl)ethane N,N′, N″-trioxide. The Mono-N-oxide is formed by treatment of the parent pyridine compound with hydrogen peroxide in acetic acid at 100 °C. On the other hand, treating the corresponding pyridine with m-chloroperbenzoic acid(m-CPBA) in chloroform at reflux led to a mixture of di and tri-N-oxide products.",

keywords = "Oxidation of bis(pyrid-2-yl)methane and 1,1,1-tris(pyrid-2-yl)ethane",

author = "Ahmed Nada and Mohammed Almansouri and Abdulrahman Al-Harbi and Jameel Al-Thagafi and Peedikakkal, {Abdul Malik P.} and Ahmed Al-Harbi",

note = "Publisher Copyright: {\textcopyright} 2020 Elsevier Ltd",

year = "2020",

month = sep,

day = "24",

doi = "10.1016/j.tetlet.2020.152326",

language = "English",

volume = "61",

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T1 - N-Oxides of 1,1,1-Tris(pyrid-2-yl)ethane

AU - Nada, Ahmed

AU - Almansouri, Mohammed

AU - Al-Harbi, Abdulrahman

AU - Al-Thagafi, Jameel

AU - Peedikakkal, Abdul Malik P.

AU - Al-Harbi, Ahmed

PY - 2020/9/24

Y1 - 2020/9/24

N2 - Herein we report the synthesis of a new class of pyridine-N-oxide compounds, namely: 1,1,1-tris(pyrid-2-yl)ethane N-oxide, 1,1,1-tris(pyrid-2-yl)ethane N,N′-dioxide and 1,1,1-tris(pyrid-2-yl)ethane N,N′, N″-trioxide. The Mono-N-oxide is formed by treatment of the parent pyridine compound with hydrogen peroxide in acetic acid at 100 °C. On the other hand, treating the corresponding pyridine with m-chloroperbenzoic acid(m-CPBA) in chloroform at reflux led to a mixture of di and tri-N-oxide products.

AB - Herein we report the synthesis of a new class of pyridine-N-oxide compounds, namely: 1,1,1-tris(pyrid-2-yl)ethane N-oxide, 1,1,1-tris(pyrid-2-yl)ethane N,N′-dioxide and 1,1,1-tris(pyrid-2-yl)ethane N,N′, N″-trioxide. The Mono-N-oxide is formed by treatment of the parent pyridine compound with hydrogen peroxide in acetic acid at 100 °C. On the other hand, treating the corresponding pyridine with m-chloroperbenzoic acid(m-CPBA) in chloroform at reflux led to a mixture of di and tri-N-oxide products.

KW - Oxidation of bis(pyrid-2-yl)methane and 1,1,1-tris(pyrid-2-yl)ethane

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DO - 10.1016/j.tetlet.2020.152326

M3 - Article

AN - SCOPUS:85090057238

SN - 0040-4039

VL - 61

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 39

M1 - 152326

ER -

N-Oxides of 1,1,1-Tris(pyrid-2-yl)ethane

Abstract

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Keywords

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