A new synthesis of gamma-lactams based on the reaction of vinyl sulfilimines with dichloroketene.
The reactions of several aryl-, furanyl-, and vinyl substituted sulfilimines with dichloroketene proceeded at 25 degrees C to yield thioalkyl substituted gamma-lactams which, in turn, were converted to a variety of nitrogen-containing substrates. [reaction: see text]
Wang
Qiu
Q
Department of Chemistry, Emory University, Atlanta, GA 30322, USA.
Nara
Shinji
S
Padwa
Albert
A
D002384:Catalysis; D004000:Dichloroethylenes / Q000737:chemistry*; D007202:Indicators and Reagents; D007769:Lactams / Q000138:chemical synthesis*; D015394:Molecular Structure; D013237:Stereoisomerism; D013457:Sulfur Compounds / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
D004000:Dichloroethylenes; D007202:Indicators and Reagents; D007769:Lactams; D013457:Sulfur Compounds; D014753:Vinyl Compounds; C039586:dichloroketene