Copper-Catalyzed Enantioselective C–H Arylation between 2‑Arylindoles and Hypervalent Iodine Reagents

The copper-catalyzed enantioselective C–H arylation between 2-arylindoles and hypervalent iodine reagents has been successfully developed, which provides a convenient and economical route to the highly atroposelective synthesis of axially chiral indole derivatives with a 2-aryl structure (up to 99%...

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Veröffentlicht in:Organic letters 2021-12, Vol.23 (23), p.9246-9250
Hauptverfasser: Liang, Hao, Zhu, Guoxun, Pu, Xiaoyun, Qiu, Liqin
Format: Artikel
Sprache:eng
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Zusammenfassung:The copper-catalyzed enantioselective C–H arylation between 2-arylindoles and hypervalent iodine reagents has been successfully developed, which provides a convenient and economical route to the highly atroposelective synthesis of axially chiral indole derivatives with a 2-aryl structure (up to 99% ee). Density functional theory calculations and wave function analysis show that the key “sandwich” intermediate leads to high enantioselectivity of the reaction.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c03596