A general [3 + 2 + 1] annulation strategy for the preparation of pyridine N-oxides

Ian W. Davies; Jean François Marcoux; Paul J. Reider

doi:10.1021/ol006831r

A general [3 + 2 + 1] annulation strategy for the preparation of pyridine N-oxides

Ian W. Davies, Jean François Marcoux, Paul J. Reider

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35 Scopus citations

Abstract

equation presented Stabilized ketone, aldehyde, and ester enolates react with vinamidinium hexafluorophosphate salts and hydroxylamine hydrochloride to give access to the corresponding pyridine N-oxides. The annulation reactions proceed in good to excellent yields with vinamidinium salts with a range of β-substituents (R₃ = halo, aryl, nitro, trifluoromethyl).

Original language	English (US)
Pages (from-to)	209-211
Number of pages	3
Journal	Organic letters
Volume	3
Issue number	2
DOIs	https://doi.org/10.1021/ol006831r
State	Published - Jan 25 2001
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol006831r

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title = "A general [3 + 2 + 1] annulation strategy for the preparation of pyridine N-oxides",

abstract = "equation presented Stabilized ketone, aldehyde, and ester enolates react with vinamidinium hexafluorophosphate salts and hydroxylamine hydrochloride to give access to the corresponding pyridine N-oxides. The annulation reactions proceed in good to excellent yields with vinamidinium salts with a range of β-substituents (R3 = halo, aryl, nitro, trifluoromethyl).",

author = "Davies, {Ian W.} and Marcoux, {Jean Fran{\c c}ois} and Reider, {Paul J.}",

year = "2001",

month = jan,

day = "25",

doi = "10.1021/ol006831r",

language = "English (US)",

volume = "3",

pages = "209--211",

journal = "Organic letters",

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T1 - A general [3 + 2 + 1] annulation strategy for the preparation of pyridine N-oxides

AU - Davies, Ian W.

AU - Marcoux, Jean François

AU - Reider, Paul J.

PY - 2001/1/25

Y1 - 2001/1/25

N2 - equation presented Stabilized ketone, aldehyde, and ester enolates react with vinamidinium hexafluorophosphate salts and hydroxylamine hydrochloride to give access to the corresponding pyridine N-oxides. The annulation reactions proceed in good to excellent yields with vinamidinium salts with a range of β-substituents (R3 = halo, aryl, nitro, trifluoromethyl).

AB - equation presented Stabilized ketone, aldehyde, and ester enolates react with vinamidinium hexafluorophosphate salts and hydroxylamine hydrochloride to give access to the corresponding pyridine N-oxides. The annulation reactions proceed in good to excellent yields with vinamidinium salts with a range of β-substituents (R3 = halo, aryl, nitro, trifluoromethyl).

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DO - 10.1021/ol006831r

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JO - Organic letters

JF - Organic letters

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A general [3 + 2 + 1] annulation strategy for the preparation of pyridine N-oxides

Abstract

All Science Journal Classification (ASJC) codes

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