American Chemical Society
Browse
ol0c00123_si_001.pdf (2.26 MB)

Fe-Catalyzed Domino Intramolecular Nucleophilic Substitution of 4‑Hydroxychromen-2-one and Pyran-2-one/Ring Opening of Activated Arene: An Easy Access to 2,3-Disubstituted Furo[3,2,‑c]coumarins and Furo[3,2,‑c]pyran-4-ones via Nonsymmetric Triarylmethanes

Download (2.26 MB)
journal contribution
posted on 2020-02-25, 14:05 authored by Wayland E. Noland, Honnaiah Vijay Kumar, Arjun Sharma, Binyuan Wei, Selamawit Girmachew
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.

History