3-Methoxycarbonylcatechol effectively underwent two-way regiocontrolled coupling with indoles an -benzoquinone intermediate, resulting from phenyliodine(III) diacetate oxidation, to generate 4-adducts or 5-adducts with or without BF·EtO in a one-pot manner. DFT calculations confirmed the obtained regioselectivities.
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Oxidative two-way regiocontrolled coupling of 3-methoxycarbonylcatechol and indoles to arylindoles.
Chem Commun (Camb)
November 2022
A Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25-4-Daigaku-nishi, Gifu 501-1196, Japan.
3-Methoxycarbonylcatechol effectively underwent two-way regiocontrolled coupling with indoles an -benzoquinone intermediate, resulting from phenyliodine(III) diacetate oxidation, to generate 4-adducts or 5-adducts with or without BF·EtO in a one-pot manner. DFT calculations confirmed the obtained regioselectivities.
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