One-pot o-nitrobenzenesulfonylhydrazide (NBSH) formation-diimide alkene reduction protocol.
A one-pot protocol for the formation of 2-nitrobenzenesulfonylhydrazide (NBSH) from commercial reagents and subsequent alkene reduction is presented. The transformation is operationally simple and generally efficient for effecting diimide alkene reductions. A range of 16 substrates have been reduced, highlighting the unique chemoselectivity of diimide as a reduction system.
Marsh
Barrie J
BJ
Department of Chemistry, University of Bath, Bath, BA2 7AY, UK.
Carbery
David R
DR
D000475:Alkenes / Q000138:chemical synthesis*; D002384:Catalysis; D002845:Chromatography; D006834:Hydrazines / Q000138:chemical synthesis* / Q000737:chemistry; D007094:Imides / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D008958:Models, Molecular; D015394:Molecular Structure; D009578:Nitrobenzenes / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000475:Alkenes; D006834:Hydrazines; D007094:Imides; D007202:Indicators and Reagents; D009578:Nitrobenzenes; C542742:o-nitrobenzenesulfonylhydrazide