1- (alkyl/aryl)-2-(1H-1,2,4-triazol-1-yl)ethanones in the synthesis of biologically active N-vinyl triazoles [Articol]

Abstract

This paper describes a method for the synthesis of biologically active compounds based on 1- (alkyl/aryl)-2-(1H-1,2,4-triazol-1-yl)ethanones with aromatic aldehydes under Knövenagel reaction conditions. The studies are based on the possibility of selectively using 1-(alkyl/aryl)-2- (1H-1,2,4-triazol- 1-yl)ethanone derivatives, a distinctive structural feature of which is the presence of an activated methylene group; when this group reacts with aldehydes, it yields N-vinyl-triazoles in which the nitrogen atom is bonded to an sp²-hybridized carbon atom of a substituted olefin. In reactions with salicylic aldehyde derivatives, these compounds form hemiketals in which the carbon atom of the carbonyl group becomes asymmetric. An evaluation of the “structure-bioactivity” relationship was conducted for a series of synthesized alkyl/aryl-substituted N-vinyl triazoles. The resulting compounds exhibit biological activity and show promise for application in medicine and agriculture as antimicrobial agents and plant growth regulators.