Synthesis of Benzo[b]furans by Intramolecular C–O Bond Formation Using Iron and Copper Catalysis
Author(s) -
Martyn C. Henry,
Andrew Sutherland
Publication year - 2020
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.0c00754
Subject(s) - chemistry , intramolecular force , regioselectivity , catalysis , furan , ring (chemistry) , halogenation , aryl , copper , medicinal chemistry , transition metal , stereochemistry , combinatorial chemistry , organic chemistry , alkyl
One-pot processes for the synthesis of benzo[ b ]furans from 1-aryl- or 1-alkylketones using nonprecious transition metal catalysts have been developed. Regioselective iron(III)-catalyzed halogenation of the aryl ring, followed by iron- or copper-catalyzed O -arylation allowed the synthesis of various structural analogues, including the benzo[ b ]furan-derived natural products corsifuran C, moracin F, and caleprunin B.
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