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Sulfoxide‐to‐Sulfilimine Conversions: Use of Modified Burgess‐Type Reagents
Author(s) -
Hendriks Christine M. M.,
Lamers Philip,
Engel Julien,
Bolm Carsten
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201300766
Subject(s) - reagent , chemistry , sulfoxide , solvent , dimethyl sulfoxide , combinatorial chemistry , organic chemistry
Sulfoxides can directly be converted into N ‐cyanosulfilimines using a new Burgess‐type reagent. By applying this strategy with a related reagent variant, synthetically valuable N H‐sulfoximines have been prepared from sulfoxides via N ‐protected sulfilimines. The practical three‐step reaction sequence is generally high yielding and applicable to a wide range of substrates. The sulfoxide‐to‐sulfilimine conversion can also be performed under solvent‐reduced conditions in a ball mill.