Beilstein J. Org. Chem.2015,11, 385–391, doi:10.3762/bjoc.11.44
-oxoesters and their analogues with 5-aminotetrazole is an efficient synthetic approach to novel azaheterocycles. 2-Ethoxymethylidene-3-oxoesters 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-oxoesters; 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-oxoesters 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
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Graphical Abstract
Scheme 1:
Interaction of 2-ethoxymethylidene-3-oxo esters 1a–c with 5-AT. R = CF3 (a), (CF2)2H (b), Me (c). C...