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Hydrobromic acid‐dimethyl sulfoxide reagent for dealkylation of 5,10‐dialkyl‐5,10‐dihydrophenazines: Synthesis of 10‐alkyl‐2(10 H )‐phenazinones
Author(s) -
Sugimoto Akira,
Yoshino Yasuyuki,
Watanabe Ryo,
Mizuno Kazuhiko,
Uehara Kaku
Publication year - 1999
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.5570360437
Subject(s) - hydrobromic acid , chemistry , dimethyl sulfoxide , alkylation , alkyl , reagent , organic chemistry , swern oxidation , medicinal chemistry , sulfoxide , halide , catalysis
By the reaction of 5,10‐dialkyl‐substituted 5,10‐dihydrophenazine with hydrobromic acid in dimethyl sulfoxide at 90–110°, 10‐alkyl‐2(10 H )‐phenazinone was obtained as a major product. Brominated dihydrophenazine was isolated in the case of 1,6‐dichloro‐5,10‐dimethyl‐5,10‐dihydrophenazine.