4.7 Article

Piperidine-Mediated [3+3] Cyclization of 2-Amino-4H- nchromen-4-ones and 2-Benzylidenemalononitriles: To Access 2-Aminochromeno[2,3-b]pyridine Derivatives

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 13, Pages 9218-9224

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c00797

Keywords

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Funding

  1. National Natural Science Foundation of China [NNSFC 21173181]
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions
  3. Top-notch Academic Programs Project of Jiangsu Higher Education Institutions [PPZY2015B112]

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A novel piperidine-mediated cyclization of 2-amino-4H-chromen-4-ones and substituted 2-benzylidenemalononitriles was developed for the synthesis of functionalized 5H-chromeno[2,3-b]pyridines. This method provides an efficient and facile route to the desired derivatives from readily available substrates under mild reaction conditions.
Piperidine-mediated [3 + 3] cyclization of 2-amino-4H-chromen-4-ones and substituted 2-benzylidenemalononitriles was developed for the synthesis of 2-amino-4-aryl-5H-chromeno[2,3-b]pyridin-5-one derivatives. This novel transformation provides a highly efficient and facile route to functionalized 5H-chromeno[2,3-b]pyridines from readily available substrates under mild reaction conditions.

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