A convenient and efficient one-pot multicomponent synthesis of β-acetamidoketones from aromatic alcohols and silyl ethers in the presence of acetylchloride and a combination of PCC and silica gel supported sulfuric acid is described.
(a) DallingerD., GorobetsN.Y., and KappeC.O., Org. Lett., 2003, 5, 1205; (b) U. Bora, A. Saikia and R.C. Boruah, Org. Lett., 2003, 5, 435; (c) M.C. Bagley, J.W. Dale and J. Bower, Chem. Commun., 2002, 1682; (d) I. Ugi, Pure Appl. Chem., 2001, 73, 187; (e) P. Eilbracht, L. Börfacker, C. Bass, C. Hollman, B.E. Kitsos-Rzychon, C.L. Kranemann, T. Rische, R. Roggenbuck and A. Schmidt, Chem. Rev., 1999, 99, 3329.
2.
WeberL., Curr. Med. Chem., 2002, 9, 2085.
3.
CasimirJ.R., TurettaC., EttouatiL., and ParisJ., Tetrahedron Lett., 1995, 36, 4797.
4.
GodfreyA.G., BrooksD.A., HayL.A., PetersJ.M., McCarthyR., and MitchellD.J., J. Org. Chem., 2003, 68, 2623.
5.
BahulayanD., DasS.K., and IqbalJ., J. Org. Chem., 2003, 68, 5735.
6.
BhatiaB., ReddyM.M., and IqbalJ., J. Chem. Soc., Chem. Commun., (S)1994, 713.
7.
GhoshR., MaitiS., and ChakrabortyA., Synlett, 2005, 115 and Synlett, 2005, 1344.
8.
KhodaeiM.M., KhosropourA.R., and FattahpourP., Tetrahedron Lett., 2005, 46, 2105.
9.
(a) KhodaeiM.M., KhosropourA.R., and KookhazadehM., Synlett, 2004, 1980; (b) A.R. Khosropour, M.M. Khodaei and M. Kookhazadeh, Tetrahedron Lett., 2004, 45, 1725.
10.
(a) KhodaeiM.M., KhosropourA.R., and BigzadehM., Synth. Commun., 2004, 34, 1551; (b) A.R. Khosropour, M.M. Khodaei and M. Ghozati, Chem. Lett., 2004, 33, 1378; (c) M.M. Khodaei, A.R. Khosropour and S.J. Hoseini Jomor, J. Chem. Res., (S) 2003, 638.
(a) ShiriniF., ZolfigolM.A., MallakpourB., MallakpourS.E., HajipourA.R., and BaltorkI.M., Tetrahedron Lett., 2002, 43, 1555; (b) M.A. Zolfigol, Tetrahedron, 2001, 57, 9509.
13.
(a) SalehiP., KhodaeiM.M., ZolfigolM.A., and SirouszadehS., Bull. Chem. Soc. Jpn., 2003, 76, 1863; (b) P. Salehi, M.M. Khodaei, M.A. Zolfigol and A. Keyvan, Monatsh. Chem. 2002, 133, 1291; (c) P. Salehi, M.M. Khodaei, M.A. Zolfigol and A. Keyvan, Synth. Commun., 2001, 31, 7.
