Generation and capture of iminyl radicals from ketoxime xanthates

Fabien Gagosz; Samir Z. Zard

doi:10.1055/s-1999-2971

Generation and capture of iminyl radicals from ketoxime xanthates

Fabien Gagosz
, Samir Z. Zard

Centre national de la recherche scientifique
Laboratoire de Synthèse Organique

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

55 Citations (Scopus)

Abstract

Irradiation of ketoxime O- (S-methyl xanthates) containing a γ-δ- double bound leads to a dihydropyrrole through cyclisation of an intermediate iminyl radical in a radical chain reaction. The last propagation step involves transfer of a dithiocarbonate group and various external radical traps can be incorporated into the medium, allowing access to a variety of substituted dihydropyrroles.

Original language	English
Pages (from-to)	1978-1980
Number of pages	3
Journal	Synlett
Issue number	12
DOIs	https://doi.org/10.1055/s-1999-2971
Publication status	Published - 1 Jan 1999

Keywords

5 exo cyclisation
Dihydropyrroles
Iminyl radicals

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10.1055/s-1999-2971

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title = "Generation and capture of iminyl radicals from ketoxime xanthates",

abstract = "Irradiation of ketoxime O- (S-methyl xanthates) containing a γ-δ- double bound leads to a dihydropyrrole through cyclisation of an intermediate iminyl radical in a radical chain reaction. The last propagation step involves transfer of a dithiocarbonate group and various external radical traps can be incorporated into the medium, allowing access to a variety of substituted dihydropyrroles.",

keywords = "5 exo cyclisation, Dihydropyrroles, Iminyl radicals",

author = "Fabien Gagosz and Zard, \{Samir Z.\}",

year = "1999",

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doi = "10.1055/s-1999-2971",

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AU - Gagosz, Fabien

AU - Zard, Samir Z.

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N2 - Irradiation of ketoxime O- (S-methyl xanthates) containing a γ-δ- double bound leads to a dihydropyrrole through cyclisation of an intermediate iminyl radical in a radical chain reaction. The last propagation step involves transfer of a dithiocarbonate group and various external radical traps can be incorporated into the medium, allowing access to a variety of substituted dihydropyrroles.

AB - Irradiation of ketoxime O- (S-methyl xanthates) containing a γ-δ- double bound leads to a dihydropyrrole through cyclisation of an intermediate iminyl radical in a radical chain reaction. The last propagation step involves transfer of a dithiocarbonate group and various external radical traps can be incorporated into the medium, allowing access to a variety of substituted dihydropyrroles.

KW - 5 exo cyclisation

KW - Dihydropyrroles

KW - Iminyl radicals

U2 - 10.1055/s-1999-2971

DO - 10.1055/s-1999-2971

M3 - Article

AN - SCOPUS:0032715089

SN - 0936-5214

SP - 1978

EP - 1980

JO - Synlett

JF - Synlett

IS - 12

ER -

Generation and capture of iminyl radicals from ketoxime xanthates

Abstract

Keywords

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