Enantioselective Synthesis of 3-Hydroxy-2-Oxindoles via Ni-Catalyzed Asymmetric Addition of Aromatic Bromides to α-Ketoamides.

Chemistry

State Key Laboratory of Power Grid Environmental Protection, Wuhan University, Wuhan, 430072, China.

Published: December 2024

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Article Abstract

Nickel-catalyzed asymmetric intramolecular addition of aryl halides to α-ketoamides has been achieved to afford chiral 3-substituted-3-hydroxy-2-oxindoles in excellent yields and high enantioselectivities (up to 99 % yield and 98 % ee), which provides efficient access to valuable molecules containing 3-hydroxy-2-oxindole core. The gram-scale reaction proved the potential utility of the methodology.

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http://dx.doi.org/10.1002/chem.202403622DOI Listing

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