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Paper | Regular issue | Vol 31, No. 10, 1990, pp.1811-1817
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5477
Studies on Dimethylhyddrazones of Heteroaryl Aldehydes. The Reactivity of 2-Formylfuran, 2-Formylthiophene and 1-Methyl-2-formylpyrrole N,N-Dimethylhydrazones with Methyl Propiolate and Diethyl Azodicarboxylate

Belén Abarca,* Rafael Ballesteros, Eugenia González, Pedro Sancho, José Sepúlveda, and Concepción Soriano

*Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Valencia, Avda. Blasco Ibañez 13, 46010 Valencia, Spain

Abstract

The title hydrazones react with methyl propiolate giving the new 2-heteroarylpyridines (4, 5 and 6). The reaction with diethyl azodicarboxylate gives 1 : 1 Michael adducts except with formylthiophene hydrazone that gives the compound (14) a novel type of 1 : 1 adduct.