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A facile synthesis of asterriquinone D
Author(s) -
Tanoue Yasuhiro,
Motoi Takashi,
Masuda Yutaka,
Kai Norihisa,
Sakata Kazunori,
Hashimoto Mamoru,
Nagai Takeshi
Publication year - 2008
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570450544
Subject(s) - chemistry , benzoquinone , cerium , indole test , ammonium nitrate , ammonium , nitrate , medicinal chemistry , quinone , nuclear chemistry , organic chemistry
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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