4.7 Article

Three-component reactions of isocyanoacetates, amines and 3-formylchromones initiated by an unexpected aza-Michael addition

Journal

CHEMICAL COMMUNICATIONS
Volume 53, Issue 65, Pages 9067-9070

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc03468g

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Funding

  1. A*STAR SERC [R-143-000-648-305]
  2. National University of Singapore [R-143-000-605-112]

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We present herein a new mode of three-component reactions between isocyanoacetates, amines and 3-formylchromones. Both experimental and DFT studies revealed that this Ag-catalyzed unusual transformation is initiated by a facile aza-Michael addition instead of the conventional imine condensation. This catalytic method enables an efficient synthesis of polysubstituted pyrroles.

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