An Efficient Synthesis of Oxa-
and Aza-Condensed Tetrahydropyridines from Cyclic Enones

Nilo Zanatta; Liana S. da Fernandes; Sinara München; Helena S. Coelho; Simone S. Amaral; Leonardo Fantinel; Hélio G. Bonacorso; Marcos A. P. Martins

doi:10.1055/s-0029-1218779

PAPER

An Efficient Synthesis of Oxa- and Aza-Condensed Tetrahydropyridines from Cyclic Enones

Nilo Zanatta*, Liana S. da Fernandes, Sinara München, Helena S. Coelho, Simone S. Amaral, Leonardo Fantinel, Hélio G. Bonacorso, Marcos A. P. Martins
Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97.105-900, Santa Maria, RS, Brazil
Fax: +55(55)2208031; e-Mail: zanatta@base.ufsm.br;

Abstract

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Abstract

A simple and efficient one-pot synthesis of tetrahydrooxazolo[3,2-a]pyridines and hexahydroimidazo[1,2-a]pyridines, and some related oxa- and aza-condensed tetrahydropyridines, from the reaction of 2-alkoxy-5-(trifluoroacetyl)-2,3-dihydro-2H-pyrans (cyclic enones) with amino alcohols and primary diamines, is reported. Products were isolated with high purity and in very good yields.

Key words

tetrahydropyridines - oxazolopyridines - imidazopyridines - dihydropyrans - cyclic enones

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