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New Synthetic Approaches to Multifunctional Phenazinium Salt Derivatives
Laboratory of Organic Synthesis, Novosibirsk Institute of Bioorganic Chemistry. Lavrentev av., 8, Novosibirsk, 630090, Russia
* Author to whom correspondence should be addressed.
Received: 13 May 2003; Accepted: 25 June 2003 / Published: 30 June 2003
Abstract: Two different approaches are offered for the synthesis under mild conditions of disubstituted phenazinium and benzo[a]phenazinium salts. Direct nucleophilic substitutions by primary and secondary amines in quaternary phenazinium salts containing an additional positive charge in the aliphatic part of the molecule were carried out. The substitution proceeds successively in positions 2 and 7, which allows selective introduction of different substituents into the heterocycle. Direct nucleophilic substitution in quaternary 2-N-alkyl-acetamidophenazinium and 5-alkoxy-benzo[a]phenazinium salts with different amines can also serve as a convenient method for the introduction of two different substituents.
Keywords: Phenazinium salts; benzo[a]phenazinium salts; nucleophilic substitutions; amines
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MDPI and ACS Style
Garipova, I.Y.; Silnikov, V.N. New Synthetic Approaches to Multifunctional Phenazinium Salt Derivatives. Molecules 2003, 8, 505-519.
Garipova IY, Silnikov VN. New Synthetic Approaches to Multifunctional Phenazinium Salt Derivatives. Molecules. 2003; 8(6):505-519.
Garipova, Inna Y.; Silnikov, Vladimir N. 2003. "New Synthetic Approaches to Multifunctional Phenazinium Salt Derivatives." Molecules 8, no. 6: 505-519.