The 2-aryl-3-bromo-1-methanesulfonyl-2,3-dihydroquinolin-4(1H)-ones undergo dimethyl sulfoxide (DMSO)-promoted dehydrosulfonylation under reflux at 130–140°C to afford the corresponding 2-aryl-3-bromoquinolin-4(1H)-ones.
(a) ChambersR.D., ParsonsM., SanfordG., SkinnerC.J., AthertonM.J., and MoillietJ.S., J. Chem. Soc. Perkin Trans. 1, 1999, 803, and references cited therein
10.
JohnsonB.E., GibbsN.K., and FergusonJ., J. Phytochem. Photobiol. B: Biol., 1997, 37, 171
11.
KlecakG., UrbachF., and UrwylerH., J. Phytochem. Photobiol. B: Biol., 1997, 37, 174.
12.
AnnunziataR., CeniniC., PalmisanoG., and TollanS., Synth. Commun., 1996, 26, 495.
13.
TorilS., OkumotoH., and XuL.H., Tetrahedron Lett., 1991, 32, 237.
14.
TakenoN., FukushimaT., TakedaS., and KishimotoK., Bull. Chem. Soc. Jpn., 1985, 58, 1599, and references cited therein.
15.
JanzsoG. in Topics in Flavanoid Chemistry, and Biochemistry, eds. FarkasL., GaborM., and KallayF., Elsevier Scientific Publishing Company, Amsterdam, 1975, p. 144.
16.
de la CruzA., ElgueroJ., GoyaP., MartinezA., and PfleidererW., Tetrahedron, 1992, 48, 6135, and references cited therein.
17.
GiardinaG.A.M., SarauH.M., FarinaC., MedhurstA.D., GrugniM., RavegliaL.F., SchmidtD.B., RigolioR., LuttmannM., VecchiettiV., and HayD.W.P., J. Med. Chem., 1997, 40, 1794.
18.
SomanathanR., and SmithK.M., J. Heterocyclic Chem., 1981, 18, 1077.
19.
JaroszerwskiJ.W., J. Heterocyclic Chem., 1990, 27, 1227.
