Primary Sulfonamide Synthesis Using the Sulfinylamine Reagent N-Sulfinyl-O-(tert-butyl)hydroxylamine, t-BuONSO
Thomas Q. Davies, Michael J. Tilby, David Skolc, Adrian Hall and Michael C. Willis*
*Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, U.K., Email: michael.willischem.ox.ac.uk
T. Q. Davies, M. J. Tilby, D. Skolc, A. Hall, M. C. Willis, Org. Lett., 2020, 22, 9495-9499.
DOI: 10.1021/acs.orglett.0c03505
see article for more reactions
Abstract
Primary sulfonamides can be synthesized from organometallic reagents and a novel sulfinylamine reagent, t-BuONSO in a convenient one-step process. A variety of (hetero)aryl and alkyl Grignard and organolithium reagents perform well in the reaction, providing primary sulfonamides in good to excellent yields.
see article for more examples
H. Woolven, C. Gonzáles-Rodríguez, I. Marco, A. L. Thompson, M. C. Willis, Org. Lett., 2011, 13, 4876-4878.
Key Words
ID: J54-Y2020