4.6 Article

Divergent synthesis of 4,6-diarylated pyridin-2(1H)-ones from chalcones: novel access to 2,4,6-triaryl pyridines

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ORGANIC & BIOMOLECULAR CHEMISTRY
卷 13, 期 21, 页码 5944-5954

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob00545k

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  1. UGC-New Delhi, India
  2. CSIR-New Delhi, India
  3. DST-New Delhi, India

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A wide range of 4,6-diarylated/heterylated pyridin-2(H)-one derivatives were synthesized in good to excellent yields from 1,3-diarylated/heterylated-2-propen-1-ones (chalcones) in one pot under metal and basefree conditions. This domino reaction suggests a novel mechanism comprising of Michael addition followed by amination, subsequent intramolecular amidation and finally dehydronitrosation. The usefulness of the designed 4,6-diarylated/heterylated pyridin-2(1H)-one derivatives has further been demonstrated by synthesizing medicinally important 2,4,6-triaryl/heteryl pyridines via Pd-catalyzed cross-coupling reaction.

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