Photochemical aryl radical cyclizations to give (E)-3-ylideneoxindoles

Michael Gurry; Ingrid Allart-Simon; Patrick McArdle; Stéphane Gérard; Janos Sapi; Fawaz Aldabbagh

doi:10.3390/molecules191015891

Photochemical aryl radical cyclizations to give (E)-3-ylideneoxindoles

Michael Gurry, Ingrid Allart-Simon, Patrick McArdle, Stéphane Gérard, Janos Sapi, Fawaz Aldabbagh

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

3 Citations (Scopus)

Abstract

(E)-3-Ylideneoxindoles are prepared in methanol in reasonable to good yields, as adducts of photochemical 5-exo-trig of aryl radicals, in contrast to previously reported analogous radical cyclizations initiated by tris(trimethylsilyl)silane and azo-initiators that gave reduced oxindole adducts.

Original language	English
Pages (from-to)	15891-15899
Number of pages	9
Journal	Molecules
Volume	19
Issue number	10
DOIs	https://doi.org/10.3390/molecules191015891
Publication status	Published - 1 Oct 2014
Externally published	Yes

Keywords

Cyclization
Heterocycle
Oxindole
UV-light

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10.3390/molecules191015891

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abstract = "(E)-3-Ylideneoxindoles are prepared in methanol in reasonable to good yields, as adducts of photochemical 5-exo-trig of aryl radicals, in contrast to previously reported analogous radical cyclizations initiated by tris(trimethylsilyl)silane and azo-initiators that gave reduced oxindole adducts.",

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AU - Gurry, Michael

AU - Allart-Simon, Ingrid

AU - McArdle, Patrick

AU - Gérard, Stéphane

AU - Sapi, Janos

AU - Aldabbagh, Fawaz

PY - 2014/10/1

Y1 - 2014/10/1

N2 - (E)-3-Ylideneoxindoles are prepared in methanol in reasonable to good yields, as adducts of photochemical 5-exo-trig of aryl radicals, in contrast to previously reported analogous radical cyclizations initiated by tris(trimethylsilyl)silane and azo-initiators that gave reduced oxindole adducts.

AB - (E)-3-Ylideneoxindoles are prepared in methanol in reasonable to good yields, as adducts of photochemical 5-exo-trig of aryl radicals, in contrast to previously reported analogous radical cyclizations initiated by tris(trimethylsilyl)silane and azo-initiators that gave reduced oxindole adducts.

KW - Cyclization

KW - Heterocycle

KW - Oxindole

KW - UV-light

UR - http://www.scopus.com/inward/record.url?scp=84907495449&partnerID=8YFLogxK

U2 - 10.3390/molecules191015891

DO - 10.3390/molecules191015891

M3 - Article

SN - 1420-3049

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EP - 15899

JO - Molecules

JF - Molecules

IS - 10

ER -

Photochemical aryl radical cyclizations to give (E)-3-ylideneoxindoles

Abstract

Keywords

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