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  • Title: Oxidative aromatic C-O bond formation: synthesis of 3-functionalized benzo[b]furans by FeCl3-mediated ring closure of alpha-aryl ketones.
    Author: Liang Z, Hou W, Du Y, Zhang Y, Pan Y, Mao D, Zhao K.
    Journal: Org Lett; 2009 Nov 05; 11(21):4978-81. PubMed ID: 19803501.
    Abstract:
    A variety of 3-functionalized benzo[b]furans were achieved by way of a FeCl(3)-mediated intramolecular cyclization of electron-rich alpha-aryl ketones. The alkoxy substituent on the benzene ring in the substrates was essential for an efficient cyclization to occur. This novel method allows the construction of benzo[b]furan rings by joining the O-atom on the side chain to the benzene ring via direct oxidative aromatic C-O bond formation.
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