A flexible radical approach to 5-substituted 4,5-dihydro-3H-pyrido[4,3-b] azepin-2-ones. Some mechanistic observations on the radical cyclisation- aromatisation process

Laurent Petit; Iuliana Botez; André Tizot; Samir Z. Zard

doi:10.1016/j.tetlet.2012.04.020

A flexible radical approach to 5-substituted 4,5-dihydro-3H-pyrido[4,3-b] azepin-2-ones. Some mechanistic observations on the radical cyclisation- aromatisation process

Laurent Petit
, Iuliana Botez
, André Tizot
, Samir Z. Zard

Laboratoire de Synthèse Organique
Institut de Recherches Servier, Croissy-sur-Seine

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

Abstract

Variously substituted novel dihydropyridoazepinones have been prepared by an intermolecular radical addition followed by a radical cyclisation on a pyridine ring. The latter process involved the use of a combination of two different peroxides, an experimental contrivance resulting from a careful product analysis and a better understanding of the cyclisation step.

Original language	English
Pages (from-to)	3220-3224
Number of pages	5
Journal	Tetrahedron Letters
Volume	53
Issue number	26
DOIs	https://doi.org/10.1016/j.tetlet.2012.04.020
Publication status	Published - 27 Jun 2012
Externally published	Yes

Keywords

Peroxides
Pyridoazepinones
Radical addition
Radical cyclisation
Xanthates

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10.1016/j.tetlet.2012.04.020

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title = "A flexible radical approach to 5-substituted 4,5-dihydro-3H-pyrido[4,3-b] azepin-2-ones. Some mechanistic observations on the radical cyclisation- aromatisation process",

abstract = "Variously substituted novel dihydropyridoazepinones have been prepared by an intermolecular radical addition followed by a radical cyclisation on a pyridine ring. The latter process involved the use of a combination of two different peroxides, an experimental contrivance resulting from a careful product analysis and a better understanding of the cyclisation step.",

keywords = "Peroxides, Pyridoazepinones, Radical addition, Radical cyclisation, Xanthates",

author = "Laurent Petit and Iuliana Botez and Andr{\'e} Tizot and Zard, \{Samir Z.\}",

year = "2012",

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doi = "10.1016/j.tetlet.2012.04.020",

language = "English",

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journal = "Tetrahedron Letters",

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AU - Petit, Laurent

AU - Botez, Iuliana

AU - Tizot, André

AU - Zard, Samir Z.

PY - 2012/6/27

Y1 - 2012/6/27

N2 - Variously substituted novel dihydropyridoazepinones have been prepared by an intermolecular radical addition followed by a radical cyclisation on a pyridine ring. The latter process involved the use of a combination of two different peroxides, an experimental contrivance resulting from a careful product analysis and a better understanding of the cyclisation step.

AB - Variously substituted novel dihydropyridoazepinones have been prepared by an intermolecular radical addition followed by a radical cyclisation on a pyridine ring. The latter process involved the use of a combination of two different peroxides, an experimental contrivance resulting from a careful product analysis and a better understanding of the cyclisation step.

KW - Peroxides

KW - Pyridoazepinones

KW - Radical addition

KW - Radical cyclisation

KW - Xanthates

UR - https://www.scopus.com/pages/publications/84861529254

U2 - 10.1016/j.tetlet.2012.04.020

DO - 10.1016/j.tetlet.2012.04.020

M3 - Article

AN - SCOPUS:84861529254

SN - 0040-4039

VL - 53

SP - 3220

EP - 3224

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 26

ER -

A flexible radical approach to 5-substituted 4,5-dihydro-3H-pyrido[4,3-b] azepin-2-ones. Some mechanistic observations on the radical cyclisation- aromatisation process

Abstract

Keywords

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