Highly Functionalized SuFEx-able Hub Bearing All-Carbon Quaternary Center via Rapid Brønsted Superbase Catalysis.
Soyeon KimSun Bu LeeJin Hyun ParkDong Hyeon KimSoo Bok KimHan Yong BaePublished in: Organic letters (2024)
A rapid Brønsted superbase catalysis for highly functionalized sulfur(VI)-fluoride exchange (SuFEx) hubs bearing all-carbon quaternary centers was developed. Remarkable functional group tolerance toward esters and nitriles was achieved by Michael addition of cyanoacetate derivatives to ethenesulfonyl fluoride with low catalyst loadings (∼0.5 mol %) within a short reaction time (0.5-30 min). Gram-scalability, water tolerance, and compatibility in polymeric catalysis showcase its unique practicability. SuFEx click conjugations were demonstrated using various amines, including DNA-tethered biomolecules.
Keyphrases
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- loop mediated isothermal amplification
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- room temperature
- molecularly imprinted
- ionic liquid
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- nucleic acid
- mass spectrometry
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