Abstract
A facile one-pot Friedländer synthesis has been developed for quinolines using GdCl3.6H2O as the novel catalyst. The method is simple, efficient and rapid to afford the quinolines in very good yields.
Keywords
References
1.
Maguire M.P.
,
Sheets K.R.
,
Vety K.M.
,
Spada A.P.
, and
Zilberstein A.
, J. Med. Chem. , 1994 , 37 , 2129 .
2.
Roma G.
,
Braccio M.D.
,
Grossi G.
,
Mattioli F.
, and
Ghia M.
, Eur. J. Med. Chem. , 2000 , 35 , 1021 .
3.
Chen Y.L.
,
Fang K.-C.
,
Sheu J.-Y.
,
Hsu S.-L.
, and
Tzeng C.-C.
, J. Med. Chem. , 2001 , 44 , 2374 .
4.
Hoemann M.Z.
,
Kumaravel G.
,
Xie R.L.
,
Rossi R.F.
,
Meyer S.
,
Sidhu A.
,
Cuny G.D.
, and
Hauske J.R.
, Bioorg. Med. Chem. , 2000 , 10 , 2675 .
5.
Du W.
, and
Curran D.P.
, Org. Lett. , 2003 , 5 , 1765 .
6.
Hsiao Y.
,
Rivera N.R.
,
Yasuda N.
,
Hughes D.L.
, and
Reider P.J.
, Org. Lett. , 2001 , 3 , 1101 .
7.
Lindsay D.M.
,
Dohle W.
,
Jensen A.E.
,
Kopp F.
, and
Knochel P.
, Org. Lett. , 2002 , 4 , 1819 .
8.
Matsugi M.
,
Tabusa F.
, and
Minamikuwa J.
, Tetrahedron Lett. , 2000 , 41 , 8523 .
9.
Dormer P.G.
,
Eng K.K.
,
Farr R.N.
,
Humpherey G.R.
,
Mc Williams J.C.
,
Reider P.J.
,
Sagar J.W.
, and
Volante R.P.
, J. Org. Chem. , 2003 , 68 , 647 .
10.
Yang D-.Q.
,
Lu F
, and
Guo W
, Chin. J. Org. Chem. , 2004 , 24 , 366 .
11.
Arcadi A.
,
Chiarini M.
,
Di Giuseppe S.
, and
Marinelli F.
, Synlett. , 2003 , 203 .
12.
Hu Y.Z.
,
Zang G.
, and
Thummel R.P.
, Org. Lett. , 2003 , 5 , 2251 .
13.
Yadav J.S.
,
Reddy B.V.S.
,
Sreedhar P.
,
Rao R.S.
, and
Nagaiah K.
, Synthesis , 2004 , 2381 .
14.
Arumugam P.
,
Karthikeyan G.
,
Atchudan R.
,
Muralidharan D.
, and
Perumal P.T.
, Chem. Lett. , 2005 , 34 , 314 .
15.
De S.K.
, and
Gibbs R.A.
, Tetrahedron Lett. , 2005 , 46 , 1647 .
16.
Babu K.S.
,
China Raju B.
,
Mallur S.G.
,
Reddy S.V.
, and
Rao J.M.
, Synth. Commun. , 2005 , 35 , 879 .
17.
Babu K.S.
,
China Raju B.
,
Rao A.S.
,
Kumar S.P.
, and
Rao J.M.
, J. Chem. Res (s )., 2004 , 6 , 421 .
18.
Zhao H.
,
Bazile M.J.
Jr.
,
Galan-Mascaros J.R.
, and
Dunbar K.R.
, Angew. Chem. Int. Ed. Engl. , 2003 , 42 (9 ), 1015 .
19.
Freed S.
, and
Spedding F.H.
, J. Am. Chem. Soc. , 1930 , 52 , 3747 .
20.
Lingaiah B.V.
,
Ezikiel G.
,
Yakaiah T.
,
Reddy G.V.
, and
Rao P.S.
, Tetrahedron Lett. , 2006 , 47 , 4315 .
21.
Narsihmulu M.
,
Mahesh K.C.
,
Reddy T.S.
,
Reddy S.M.
,
Reddy A.V.
, and
Venkateshwarlu Y.
, J. Mol. Catal. A: Chem. , 2007 , 264 , 288 .
22.
Ma Y.
,
Qian C.
,
Xie M.
, and
Sun J.
, J. Org. Chem. , 1999 , 64 , 6462 .
23.
Ravi V.
,
Ramu E.
, and
Srinivas R.A.
, Synthesis , 2006 , 22 , 3825
24.
Palimkar S.S.
,
Siddiqui S.A.
,
Daniel T.
,
Lahoti R.J.
, and
Srinivasan K.V.
, J. Org. Chem. , 2003 , 68 , 9371 .
25.
Shaabani A.
,
Soleimani E.
, and
Badri Z.
, Synth. Commun. , 2007 , 37 , 629 .
26.
Eckert H.
, Angew. Chem. Int. Ed. Engl. , 2001 , 66 , 400 .
