TY - JOUR
T1 - Fe-Catalyzed Domino Intramolecular Nucleophilic Substitution of 4-Hydroxychromen-2-one and Pyran-2-one/Ring Opening of Activated Arene
T2 - An Easy Access to 2,3-Disubstituted Furo[3,2,-c]coumarins and Furo[3,2,-c]pyran-4-ones via Nonsymmetric Triarylmethanes
AU - Noland, Wayland E.
AU - Kumar, Honnaiah Vijay
AU - Sharma, Arjun
AU - Wei, Binyuan
AU - Girmachew, Selamawit
N1 - Publisher Copyright:
Copyright © 2020 American Chemical Society.
PY - 2020/3/6
Y1 - 2020/3/6
N2 - 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.
AB - 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.
UR - https://www.scopus.com/pages/publications/85081335690
UR - https://www.scopus.com/pages/publications/85081335690#tab=citedBy
U2 - 10.1021/acs.orglett.0c00123
DO - 10.1021/acs.orglett.0c00123
M3 - Article
C2 - 32096648
AN - SCOPUS:85081335690
SN - 1523-7060
VL - 22
SP - 1801
EP - 1806
JO - Organic Letters
JF - Organic Letters
IS - 5
ER -