Published December 1, 2025 | Version v1
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Data from: Organocatalytic enantioselective addition of 3-aryloxindoles to ethenesulfonyl fluoride

Description

We report the synthesis of chiral sulfonyl fluorides bearing a carbon quaternary stereocenter. A commercially available organocatalyst (DHQD)2AQN enables the enantioselective addition of 3-substituted oxindoles to ethenesulfonyl fluoride (ESF), achieving excellent yields (27-99%) and enantioselectivities (89-99% ee) for 3-arylsubstituted oxindoles. This methodology shows high functional group tolerance, as demonstrated by successfully engaging halides, ethers, nitriles, acetals, ketals, or heteroaromatic substituents. The utility of the described products was proven by various synthetic transformations, including SuFEx reactions with complex biomolecules.

Notes

Funding provided by: Agencia Estatal de Investigación
ROR ID: https://ror.org/003x0zc53
Award Number: PID2023-147402NB-100

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Is derived from
10.5061/dryad.xpnvx0ktz (DOI)