Hydrobromic acid‐dimethyl sulfoxide reagent for dealkylation of 5,10‐dialkyl‐5,10‐dihydrophenazines: Synthesis of 10‐alkyl‐2(10 H )‐phenazinones | Zendy

Sugimoto Akira | Zendy; Yoshino Yasuyuki | Zendy; Watanabe Ryo | Zendy; Mizuno Kazuhiko | Zendy; Uehara Kaku | Zendy

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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.

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