Year: 2025
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide We report the synthesis of chiral sulfonyl fluorides bearing a carbon quaternary stereocenter. A commercially available organocatalyst (DHQD) 2 AQN 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.
Source: Organic Letters
Institution: Universitat de València
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
OpenAlex ID: W4416414604