The reactions of 2-ethoxymethylidene-3-oxo esters and their analogues with 5-aminotetrazole as a way to novel azaheterocycles

• Marina V. Goryaeva,
• Yanina V. Burgart,
• Marina A. Ezhikova,
• Mikhail I. Kodess and
• Viktor I. Saloutin

Beilstein J. Org. Chem. 2015, 11, 385–391, doi:10.3762/bjoc.11.44

• -oxo esters and their analogues with 5-aminotetrazole is an efficient synthetic approach to novel azaheterocycles. 2-Ethoxymethylidene-3-oxo esters bearing alkyl substituents react with 5-aminotetrazole to form ethyl 2-azido-4-alkylpyrimidine-5-carboxylates which are capable of subsequent nucleophilic

• ; diethyl 2-ethoxymethylidenemalonate; 2-ethoxymethylidene-3-oxo esters; ethyl 2-ethoxymethylidenecyanoacetate; Introduction 2-Ethoxymethylidene-1,3-dicarbonyl compounds are widely recognized as valuable building blocks in designing various open-chain and heterocyclic compounds, including those used in

• polyfluoroalkyl-containing 2-ethoxymethylidene-3-oxo esters with aminoazoles in contrast to non-fluorinated analogues results in the stable dihydroazolo[1,5-a]pyrimidines containing a gem-aminoalcohol fragment at the polyfluoroalkyl substituent [10][11]. The reactions of ethyl 2-ethoxymethylidene-3-oxo-3