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Synthesis 2010(14): 2348-2354
DOI: 10.1055/s-0029-1218779
DOI: 10.1055/s-0029-1218779
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
An Efficient Synthesis of Oxa- and Aza-Condensed Tetrahydropyridines from Cyclic Enones
Further Information
Received
18 January 2010
Publication Date:
05 May 2010 (online)
Publication History
Publication Date:
05 May 2010 (online)
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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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References
Crystallographic data for compound 5f (CCDC 754832) can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.