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HERO ID
7558730
Reference Type
Journal Article
Title
Indoloquinones, part 7. Total synthesis of the potent lipid peroxidation inhibitor carbazoquinocin C by an intramolecular palladium-catalyzed oxidative coupling of an anilino-1,4-benzoquinone
Author(s)
Knolker, HJ; Frohner, W; Reddy, KR; ,
Year
2002
Is Peer Reviewed?
1
Journal
Synthesis
ISSN:
0039-7881
EISSN:
1437-210X
Publisher
GEORG THIEME VERLAG KG
Location
STUTTGART
Issue
4
Page Numbers
557-564
DOI
10.1055/s-2002-20953
Web of Science Id
WOS:000174601100021
URL
http://www.thieme-connect.de/DOI/DOI?10.1055/s-2002-20953
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Abstract
A highly efficient total synthesis of the potent lipid peroxidation inhibitor carbazoquinocin C is presented. The key-step is a palladium(II)-catalyzed oxidative cyclization of an anilino-1,4-benzoquinone to a carbazole-1,4-quinone which proceeds in up to 91% yield. Using this approach the natural product is obtained in four steps and 39% overall yield starting from aniline.
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