Singlet oxygen conversion of indoles into alpha,beta-unsaturated oxindoles in model compounds related to the welwitindolinone alkaloids

V Boissel; Nigel Simpkins; G Bhalay

doi:10.1016/j.tetlet.2009.02.061

Singlet oxygen conversion of indoles into alpha,beta-unsaturated oxindoles in model compounds related to the welwitindolinone alkaloids

V Boissel
, Nigel Simpkins
, G Bhalay

Chemistry

Research output: Contribution to journal › Article

29 Citations (Scopus)

Abstract

A series of conformationally restricted bridged indoles, having structures related to the natural alkaloid N-methylwelwitindolinone C isothiocyanate (welwistatin), are oxidised to the corresponding alpha,beta-unsaturated oxindoles by treatment with singlet oxygen. (C) 2009 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	3283-3286
Number of pages	4
Journal	Tetrahedron Letters
Volume	50
Issue number	26
DOIs	https://doi.org/10.1016/j.tetlet.2009.02.061
Publication status	Published - 1 Jul 2009

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10.1016/j.tetlet.2009.02.061

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title = "Singlet oxygen conversion of indoles into alpha,beta-unsaturated oxindoles in model compounds related to the welwitindolinone alkaloids",

abstract = "A series of conformationally restricted bridged indoles, having structures related to the natural alkaloid N-methylwelwitindolinone C isothiocyanate (welwistatin), are oxidised to the corresponding alpha,beta-unsaturated oxindoles by treatment with singlet oxygen. (C) 2009 Elsevier Ltd. All rights reserved.",

author = "V Boissel and Nigel Simpkins and G Bhalay",

year = "2009",

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T1 - Singlet oxygen conversion of indoles into alpha,beta-unsaturated oxindoles in model compounds related to the welwitindolinone alkaloids

AU - Boissel, V

AU - Simpkins, Nigel

AU - Bhalay, G

PY - 2009/7/1

Y1 - 2009/7/1

N2 - A series of conformationally restricted bridged indoles, having structures related to the natural alkaloid N-methylwelwitindolinone C isothiocyanate (welwistatin), are oxidised to the corresponding alpha,beta-unsaturated oxindoles by treatment with singlet oxygen. (C) 2009 Elsevier Ltd. All rights reserved.

AB - A series of conformationally restricted bridged indoles, having structures related to the natural alkaloid N-methylwelwitindolinone C isothiocyanate (welwistatin), are oxidised to the corresponding alpha,beta-unsaturated oxindoles by treatment with singlet oxygen. (C) 2009 Elsevier Ltd. All rights reserved.

U2 - 10.1016/j.tetlet.2009.02.061

DO - 10.1016/j.tetlet.2009.02.061

M3 - Article

VL - 50

SP - 3283

EP - 3286

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 26

ER -

Singlet oxygen conversion of indoles into alpha,beta-unsaturated oxindoles in model compounds related to the welwitindolinone alkaloids

Abstract

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