Abstract
A series of new N-substituted quinoline-3-carbonitrile derivatives were synthesised by the three-component reaction of N-substituted 5,5-dimethyl-3-aminocyclohex-2-enone, an arylaldehyde, and malononitrile catalysed by
References
1.
Beagley
P.
,
Blackie
M.A.L.
,
Chibale
K.
,
Clarkson
C.
,
Meijboom
R.
,
Moss
J.R.
,
Smith
P.
, and
Su
H.
, J Chem. Soc. Dalton Trans. , 2003 , 3046 .
2.
Sawada
Y.
,
Kayakiri
H.
,
Abe
Y.
,
Mizutani
T.
,
Inamura
N.
,
Asano
M.
,
Hatori
C.
,
Aramori
I.
,
Oku
T.
, and
Tanaka
H.
, J. Med. Chem. , 2004 , 47 , 2853 .
3.
Ma
Z.
,
Hano
Y.
,
Nomura
T.
, and
Chen
Y.
, Bioorg. Med. Chem. Lett. , 2004 , 14 , 1193 .
4.
Denton
T.T.
,
Zhang
X.
, and
Cashman
J.R.
, J. Med. Chem. , 2005 , 48 , 224 .
5.
Fokialakis
N.
,
Magiatis
P.
,
Chinou
L.
,
Mitaku
S.
, and
Tillequin
F.
, Chem. Pharm. Bull , 2002 , 50 , 413 .
6.
Fossa
P.
,
Mosti
L.
,
Menozzi
G.
,
Marzano
C.
,
Baccichetti
F.
, and
Bordin
F.
, Bioorg. Med. Chem. , 2002 , 10 , 743 .
7.
Ryckebusch
A.
,
Derprez-Poulain
R.
,
Maes
L.
,
Debreu-Fontaine
M.A.
,
Mouray
E.
,
Grellier
P.
, and
Sergheraert
C.
, J. Med. Chem. , 2003 , 46 , 542 .
8.
Morgan
L.R.
,
Jursic
B.S.
,
Hooper
C.L.
,
Neumann
D.M.
,
Thangaraj
K.
, and
Leblanc
B.
, Bioorg. Med. Chem. Lett. , 2002 , 12 , 3407 .
9.
Li
C.J.
, Chem. Rev. , 2005 , 105 , 3095 .
10.
Rasalkar
M.S.
,
Potdar
M.K.
,
Mohile
S.S.
, and
Salunkhe
M.M.
, J. Mol. Catal. A: Chem. , 2005 , 235 , 267 .
11.
Alcaide
B.
,
Almendros
P.
,
Luna
A.
, and
Torres
M.S.
, J. Org. Chem. , 2006 , 71 , 4818 .
12.
Bogevig
A.
,
Kumaragurubaran
N.
,
Juhl
K.
,
Zhuang
W.
, and
Jorgensen
K.A.
, Angew. Chem., Int. Ed. , 2002 , 41 , 1790 .
13.
Janey
J.M.
,
Hsiano
Y.
, and
Armstrong
J.D.
III
, J. Org. Chem. , 2006 , 71 , 390 .
14.
Kumaragurubaran
N.
,
Juhl
K.
,
Zhuang
W.
,
Bogevig
A.
, and
Jorgensen
K.A.
, J. Am. Chem. Soc. , 2002 , 124 , 827 .
15.
Kotrusz
P.
, and
Toma
S.
, Molecules , 2006 , 11 , 197 .
16.
Ramachary
D.B.
,
Chowdari
N.S.
, and
Barbas
C.F.
III
, Angew. Chem. , 2003 , 115 , 4365 .
17.
Kotrusz
P.
, and
Toma
S.
, Arkivoc , 2006 , 100 .
18.
Hossein
A.O.
,
Elham
R.
, and
Majid
M.H.
, J. Chem. Res. , 2006 , 246 .
19.
Yadav
J.S.
,
Kumar
S.P.
,
Kondaji
G.
,
Rao
R.S.
, and
Nagaiah
K.
, Chem. Lett. , 2004 , 33 , 1168 .
20.
Mabry
J.
, and
Ganem
B.
, Tetrahedron Lett. , 2006 , 47 , 55 .
21.
Kumar
A.
, and
Maurya
R.A.
, Tetrahedron , 2007 , 63 , 1946 .
22.
Shi
C.L.
,
Shi
D.Q.
,
Kim
S.H.
,
Huang
Z.B.
,
Ji
S.J.
, and
Ji
M.
, Tetrahedron , 2008 , 64 , 2425 .
23.
Wang
X.S.
,
Zhang
M.M.
,
Jiang
H.
,
Yao
C.S.
, and
Tu
S.J.
, Tetrahedron , 2007 , 63 , 4439 .
24.
Tu
S.J.
,
Li
C.M.
,
Li
G.G.
,
Cao
L.J.
,
Shao
Q.Q.
,
Zhou
D.X.
,
Jiang
B.
,
Zhou
J.F.
, and
Xia
M.
, J. Comb. Chem. , 2007 , 9 , 1144 .
25.
Sheldrick
G. M.
, SHELXL-97, Program for the Solution of Crystal Structures , University of Göttingen , 1997 .
26.
Sheldrick
G. M.
, SHELXL-97, Program for the Refinement of Crystal Structures , University of Göttingen , 1997 .