

LEWIS ACID CATALYZED CONDENSATION OF 2-AMINOHETARENE N-OXIDES WITH N,N-DIMETHYLFORMAMIDE DIMETHYL ACETAL

Abstract
A method for the introduction of the N,N-dimethylformamidine protective group in a series of six-membered 2-aminohetarene N-oxides was developed. It was shown that 2-amino derivatives of N-oxides of various six-membered heterocycles (pyridines, pyrimidines, pyrazines, tetrazines) successfully enter the reaction. The stability of the N,N-dimethylformamidine protecting group in 2-aminohetarene N-oxides was found to depend on the type of reaction medium.
Keywords
azines; heterocyclic N-oxides; Lewis acids; nitrogen-containing heterocycles; pyridines; condensation; protective groups.
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv