4.7 Article

Synthesis of 3-Formylfurans via a Silver(I)-Catalyzed Epoxide Ring-Opening/1,2-Acyl Migration/Cyclization Cascade

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 24, Pages 3943-3948

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201600938

Keywords

1,2-acyl migration; cascade reaction; epoxides; 3-formylfurans; silver catalysis

Funding

  1. National Natural Science Foundation of China [21502110, 21542002]
  2. Fundamental Research Funds for the Central Universities [GK201503034]
  3. Undergraduate Qinzhu Research Program of Shaanxi Normal University [KY2016YB046]

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By the design of suitable starting materials, a silver(I)-catalyzed epoxide ring-opening/1,2-acyl migration/cyclization cascade has been developed, which allowed us to systematically prepare unsymmetrical 3-formylfurans. Various 3-formylfurans were prepared in good to excellent yields. In addition, the distinct fluorescence properties of 3-formylfurans in solution and the solid state are disclosed.

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