Chemoselective Ligation of Sulfinic Acids with Aryl-Nitroso Compounds

Chemoselective Ligation of Sulfinic Acids with Aryl-Nitroso Compounds

Making a comeback: The inefficient condensation of sulfinic acid and aryl nitroso compounds has been transformed into a chemoselective process that converts sulfinic acid into stable cyclic sulfonamide analogues (see scheme). This ligation proceeds rapidly under aqueous conditions in high yield, and...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-06, Vol.51 (26), p.6502-6505
Hauptverfasser: Lo Conte, Mauro, Carroll, Kate S.
Format: Artikel
Sprache:eng
Schlagworte:
Aromatic compounds
Biological
chemoselectivity
Condensing
Molecular Structure
nitrogen heterocycles
Nitroso compounds
Nitroso Compounds - chemistry
oxidation
protein modifications
Sulfinic Acids - chemistry
sulfur
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Beschreibung
Zusammenfassung:Making a comeback: The inefficient condensation of sulfinic acid and aryl nitroso compounds has been transformed into a chemoselective process that converts sulfinic acid into stable cyclic sulfonamide analogues (see scheme). This ligation proceeds rapidly under aqueous conditions in high yield, and lays the groundwork for the development of sulfinic acid detection methods in biological systems.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201201812