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Atroposelective Synthesis of Axially Chiral C2-Arylindoles via Rhodium-Catalyzed Asymmetric C-H Bond Insertion.

A highly efficient rhodium-catalyzed formal C-H insertion reaction between indoles and 1-diazonaphthoquinones has been established, providing a novel protocol for the atroposelective synthesis of axially chiral C2-arylindoles (up to 99:1… Click to show full abstract

A highly efficient rhodium-catalyzed formal C-H insertion reaction between indoles and 1-diazonaphthoquinones has been established, providing a novel protocol for the atroposelective synthesis of axially chiral C2-arylindoles (up to 99:1 er) under mild reaction conditions. Typically, only 1 mol % of Rh2(S-PTTL)4 is used and the chelation group is not needed for this conversion.

Keywords: chiral arylindoles; rhodium catalyzed; axially chiral; synthesis axially; atroposelective synthesis

Journal Title: Organic letters
Year Published: 2022

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