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A facile synthesis of asterriquinone D

✍ Scribed by Yasuhiro Tanoue; Takashi Motoi; Yutaka Masuda; Norihisa Kai; Kazunori Sakata; Mamoru Hashimoto; Takeshi Nagai


Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
229 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

magnified image

Asterriquinone D was easily synthesized in three steps from 2,5‐dichloro‐1,4‐benzoquinone. The reaction of benzoquinone with indole in the presence of Pd(OAc)~2~, followed by oxidation with cerium (IV) ammonium nitrate (CAN) produced 3,6‐dichloro‐2,5‐bis (3‐indolyl)‐1,4‐benzoquinone. The methoxylation of the dichloride with NaOH in CH~3~OH afforded asterriquinone D.


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