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A SIMPLE SYNTHESIS OF 2-{2-[(ARYLMETHYLIDENE)AMINO]-INDAZOL-3-YL}MALONATE ESTERS
Abstract
A method was developed for the synthesis of dimethyl {2-[(arylmethylidene)amino]-2H-indazol-3-yl}malonates on the basis of a Knoevenagel condensation between 2-azidobenzaldehyde and dimethyl malonate, followed by treatment of the obtained adduct with aromatic
aldehydes in the presence of polymer-supported triphenylphosphine. It was shown that the interaction of the synthesized Schiff bases with Corey ylide provided a route for the synthesis of 2-(aziridin-1-yl)indazoles.
aldehydes in the presence of polymer-supported triphenylphosphine. It was shown that the interaction of the synthesized Schiff bases with Corey ylide provided a route for the synthesis of 2-(aziridin-1-yl)indazoles.
Keywords
aldehydes; alkenes; aziridines; indazoles; organic azides.
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv