Synthesis of 3,4,5-Trisubstituted Pyridines from Baylis-Hillman Adducts

D. Y. Park; M. J. Lee; T. H. Kim; J. N. Kim

doi:10.1055/s-2006-934502

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Synfacts 2006(6): 0561-0561
DOI: 10.1055/s-2006-934502

Synthesis of Heterocycles

Synthesis of 3,4,5-Trisubstituted Pyridines from Baylis-Hillman Adducts

Contributor(s): Victor Snieckus, Yigang Zhao
D. Y. Park, M. J. Lee, T. H. Kim, J. N. Kim*
Chonnam National University, Gwangju, South Korea

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Publication History

Publication Date:
19 May 2006 (online)

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Significance

A four-step synthesis of trisubstituted pyridines from Baylis-Hillman adducts 1 is reported. The S_N2′ reaction products 2 are subjected to combined Michael addition-aldol condensation to give products 3 which, upon treatment with Cs₂CO₃, give pyridine derivatives 4. The scope and limitations of this procedure were not widely investigated.