4.7 Article

Palladium-Catalyzed Asymmetric Hydrogenation of Unprotected 3-Substituted Indoles

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume -, Issue -, Pages -

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c00702

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Funding

  1. National Natural Science Foundation of China [21901239]
  2. Dalian Institute of Chemical Physics [DICP I202002]
  3. Dalian Institute of Chemical Physics

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In this study, a palladium-catalyzed asymmetric hydrogenation of unprotected 3-substituted indoles was developed, providing a series of 3-substituted indolines in high yields with good enantioselectivity (<= 94.4:5.6 er). The bulky bisphosphine ligand played a crucial role in controlling the enantioselectivity. In addition, gram-scale hydrogenation experiments and product derivatizations were successfully conducted.
A palladium-catalyzed asymmetric hydrogenation of unprotected 3-substituted indoles was developed, providing a series of 3-substituted indolines in excellent yields with <= 94.4:5.6 er. The large sterically hindered bisphosphine ligand played a crucial role in the enantioselective control. In addition, the gram-scale hydrogenation experiment and product derivatizations were performed successfully.

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