A one-pot synthesis of functionalized 2,3-disubstituted furo[3,2,-c]coumarins and furo[3,2,-c]pyran-4-ones under hydrated ferric sulfate catalysis was performed. It was revealed that the reaction proceeds with intramolecular cyclofunctionalization of nonsymmetric triarylmethanes via ring opening of 2-methylfuran followed by recyclization, resulting in the selective formation of desired products. The versatility of this method was demonstrated via the succinct synthesis of an anticoagulant agent analogue and 2,3-disubstituted benzofurans.
Bibliographical noteFunding Information:
The authors thank Victor G. Young Jr., Ph.D. (X-ray Crystallographic Laboratory, University of Minnesota), for assistance with the crystal structure, and the Wayland E. Noland Research Fellowship Fund at the University of Minnesota Foundation for generous financial support of this project.
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PubMed: MeSH publication types
- Journal Article
- Research Support, Non-U.S. Gov't