The vinylogous Witkop cyclisation

Elena L. Ruchkina; Alexander J. Blake; Mark Mascal

doi:10.1016/S0040-4039(99)01760-8

The vinylogous Witkop cyclisation

Elena L. Ruchkina, Alexander J. Blake, Mark Mascal

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

8 Scopus citations

Abstract

The first example of a vinylogous Witkop cyclisation produces a novel azonino[c,d]indole, a carbocyclic analogue of the tumour-promoting indolactam family of natural products. A similar reaction previously reported to give azecino[c,d]indoles leads only to azocino[c,d]indoles, even when the radical centre is stabilised by the presence of halogens.

Original language	English (US)
Pages (from-to)	8443-8445
Number of pages	3
Journal	Tetrahedron Letters
Volume	40
Issue number	48
DOIs	https://doi.org/10.1016/S0040-4039(99)01760-8
State	Published - Nov 26 1999
Externally published	Yes

Keywords

Cyclisation
Indoles
Radical reactions

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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10.1016/S0040-4039(99)01760-8

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title = "The vinylogous Witkop cyclisation",

abstract = "The first example of a vinylogous Witkop cyclisation produces a novel azonino[c,d]indole, a carbocyclic analogue of the tumour-promoting indolactam family of natural products. A similar reaction previously reported to give azecino[c,d]indoles leads only to azocino[c,d]indoles, even when the radical centre is stabilised by the presence of halogens.",

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author = "Ruchkina, {Elena L.} and Blake, {Alexander J.} and Mark Mascal",

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AU - Ruchkina, Elena L.

AU - Blake, Alexander J.

AU - Mascal, Mark

PY - 1999/11/26

Y1 - 1999/11/26

N2 - The first example of a vinylogous Witkop cyclisation produces a novel azonino[c,d]indole, a carbocyclic analogue of the tumour-promoting indolactam family of natural products. A similar reaction previously reported to give azecino[c,d]indoles leads only to azocino[c,d]indoles, even when the radical centre is stabilised by the presence of halogens.

AB - The first example of a vinylogous Witkop cyclisation produces a novel azonino[c,d]indole, a carbocyclic analogue of the tumour-promoting indolactam family of natural products. A similar reaction previously reported to give azecino[c,d]indoles leads only to azocino[c,d]indoles, even when the radical centre is stabilised by the presence of halogens.

KW - Cyclisation

KW - Indoles

KW - Radical reactions

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 48

ER -

The vinylogous Witkop cyclisation

Abstract

Keywords

ASJC Scopus subject areas

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