Construction of beta-haloenamides via direct copper-promoted coupling of lactams with 2-chloro and 2-bromo vinyliodides.
[reaction: see text] Cu(I)-catalyzed coupling of lactams with (E)-2-chlorovinyliodides or (E)-2-bromovinyliodides produces the corresponding beta-haloenamides in moderate to excellent yields.
Sun
Cuixiang
C
Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA.
Camp
Jason E
JE
Weinreb
Steven M
SM
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000138:chemical synthesis* / Q000737:chemistry; D007769:Lactams / Q000737:chemistry*; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*
D000577:Amides; D006846:Hydrocarbons, Halogenated; D007769:Lactams; D014753:Vinyl Compounds; D003300:Copper