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- Title
Efficient Synthesis of Unsymmetrical Sulfamides via a Lossen-Like Rearrangement.
- Authors
Pantaine, Loïc; Richard, François; Marrot, Jérôme; Moreau, Xavier; Coeffard, Vincent; Greck, Christine
- Abstract
A convenient one-pot synthesis of unsymmetrical sulfamides via a Lossen-like rearrangement is reported. The protocol operates under simple conditions at room temperature and does not require an inert atmosphere and a dry solvent. The ability of N-hydroxy arenesulfonamide O-derivatives to generate under mild conditions N-sulfonylimine intermediates was a trigger point for developing a general synthetic strategy towards unsymmetrical sulfamides. The synthetic potential of the methodology has been investigated by preparing cyclic sulfamides and new potential chiral organocatalysts.
- Subjects
AMINES; INTERMEDIATES (Chemistry); SOLVENT extraction; ORGANOCATALYSIS; SULFURYL chloride
- Publication
Advanced Synthesis & Catalysis, 2016, Vol 358, Issue 12, p2012
- ISSN
1615-4150
- Publication type
Other
- DOI
10.1002/adsc.201501139