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Synthesis and aminomethylation of regioisomeric 6-hydroxy-4-methyl- and 4-hydroxy-6-methylaurones

Research paper by Antonina V. Popova, Svitlana P. Bondarenko, Mykhaylo S. Frasinyuk

Indexed on: 29 Oct '18Published on: 29 Oct '18Published in: Chemistry of Heterocyclic Compounds



Abstract

The regioisomeric 6-hydroxy-4-methyl- and 4-hydroxy-6-methylaurones were synthesized. Aminomethylation by the action of aminals of secondary amines was investigated. It was shown that the reaction proceeds selectively with the formation of 7-aminomethyl-6-hydroxy-4-methyl- and 5-aminomethyl-4-hydroxy-6-methylaurones, respectively. The use of an excess of the aminals allows to obtain 5,7-bis(aminomethyl) derivatives of 6-hydroxy-4-methylaurones.