4.5 Article

A Practical Synthesis of N-aryl/N-alkyl 4-Pyridones under Continuous Flow Technology

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 10, Issue 12, Pages 3370-3373

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202100584

Keywords

Cascade cyclization; Flow synthesis; Metal-free; N-aryl 4-pyridone; Pyridone

Funding

  1. National Natural Science Foundation of China [21662046, 21202142]
  2. program for the application fundamental research of Yunnan Province [2018FB019]
  3. Program for Innovative Research Team (in science and technology) at the University of Yunnan Province
  4. National Innovation Training Program for College Students, Scientific and Technological Innovation Team for Green Catalysis and Energy Material in Yunnan Institutions of Higher Learning

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A practical synthetic approach to access N-aryl/N-alkyl 4-pyridones via a two-step continuous flow process has been developed, which can provide derivatives with a wider substrate scope and good to excellent yields.
In this report, a practical synthetic approach to access N-aryl/N-alkyl 4-pyridones via a two-step continuous flow process has been developed. In comparison to batch conditions, this [3+2+1] cycloaddition involving a three-components cascade reaction of aniline, dialkyl ethoxymethyl enemalonate and dialkyl acetylenedicarboxylate under mild conditions, which can provide N-aryl/N-alkyl 4-pyridone derivatives with a wider substrate scope and good to excellent yields.

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