Morita-Baylis-Hillman reaction of lactams and lactones with alkyl halides and epoxides catalyzed by hydroxysulfides.
A new Morita-Baylis-Hillman reaction methodology in which alkyl halides and epoxides act as electrophiles in their reaction with lactones and lactams is shown. Catalysis is efficiently performed by hydroxy sulfides under basic conditions. The procedure works efficiently with many alkyl halides but fails with aldehydes with which a conventional acid-catalyzed procedure is used.
Suarez del Villar
Irene
I
Facultad de Farmacia, Dpto. Química, Universidad San Pablo CEU, Urb. Montepríncipe, ctra. Boadilla km 5, 300 Boadilla del Monte, 28668 Madrid, Spain.
Gradillas
Ana
A
Domínguez
Gema
G
Pérez-Castells
Javier
J
D002384:Catalysis; D004852:Epoxy Compounds / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D007769:Lactams / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013440:Sulfides / Q000737:chemistry*
D004852:Epoxy Compounds; D006846:Hydrocarbons, Halogenated; D007769:Lactams; D007783:Lactones; D013440:Sulfides