An Effective Route to Highly Substituted Pyridines

Thomas W. Bell; Aaron M. Heiss; Richard T. Ludwig; Caili Xiang

doi:10.1055/s-1996-5324

Synlett 1996; 1996(1): 79-81
DOI: 10.1055/s-1996-5324

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An Effective Route to Highly Substituted Pyridines

Thomas W. Bell^* , Aaron M. Heiss, Richard T. Ludwig, Caili Xiang

^*Department of Chemistry, State University of New York, Stony Brook, YN 11794-3400; Current address: Department of Chemistry/216, University of Nevada, Reno, NV 89557-0020

Abstract

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A direct method is reported for synthesis of fused-ring 4-arylpyridines by condensation of cyclic ketones with β-arylenones and ammonium acetate in DMSO. The β-arylenones were prepared from corresponding ketones by condensation with aromatic aldehydes promoted by LiI (6 examples, 59-80 %) or by alumina (4 examples, 39-65 %). Several fused-ring terpyridyl derivatives were synthesized (6 examples, 41-66 %).

β-arylenones - 4-arylpyridines - condensation - terpyridines

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