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Vinylogous Blaise Reaction: Conceptually New Synthesis of Pyridin-2-ones

H. Surya Prakash Rao*, Nandurka Muthanna, Ashiq Hussain Padder

*Department of Chemistry, Pondicherry University, Pondicherry-605 014, India, Email: hspr.chepondiuni.edu.in

H. S. P. Rao, N. Muthanna, A. H. Padder, Synlett, 2018, 29, 1649-1653.

DOI: 10.1055/s-0037-1610171 (free Supporting Information)


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Abstract

A vinylogous version of the classic Blaise reaction enables a conceptually new synthesis of pyridine rings. A zinc-mediated reaction of (het)aryl or alkyl nitriles with ethyl-4-bromocrotonate provides various C(6)-substituted pyridin-2-ones.

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Key Words

Blaise reaction, 2-pyridones, zinc catalysis, bromoalkenoates


ID: J60-Y2018