N-Heterocyclic Carbene/Brønsted Base Cascade Catalysis: Base-Controlled Selective Synthesis of Multifunctional Benzofuran-3-ones or Flavone Derivatives from the Reaction of 3-(2-Formylphenoxy)propenoates with Imines

The N‐heterocyclic carbene/Brønsted base cascade catalysis in the reaction of 3‐(2‐formylphenoxy)propenoates with N‐Boc‐arylimines has been studied. Both multifunctional benzofuran‐3‐ones and benzopyran‐4‐ones (flavone derivatives) were selectively synthesized in good yields simply by regulating the...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2014-08, Vol.356 (11-12), p.2580-2590
Main Authors: Zhao, Yuan, Wang, Zi-Tian, Cheng, Ying
Format: Article
Language:English
Subjects:
3-(2-formylphenoxy)propenoates
benzofuran-3-ones
carbenes
domino reactions
flavones
imines
organic catalysis
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Summary:The N‐heterocyclic carbene/Brønsted base cascade catalysis in the reaction of 3‐(2‐formylphenoxy)propenoates with N‐Boc‐arylimines has been studied. Both multifunctional benzofuran‐3‐ones and benzopyran‐4‐ones (flavone derivatives) were selectively synthesized in good yields simply by regulating the loading of the base catalyst.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201400331