Abstract
A simple, straightforward and efficient method is described for the synthesis of 5-aryl-1H-indeno[2’,1’:5,6]pyrido[2,3-d]pyrimidine-2,4,6(3H)-trione via one-pot multicomponent reaction of indane-1,3-dione, arylaldehydes and 6-aminopyrimidin-2,4(1H,3H)-dione in presence of catalytic amount of graphene oxide in water. Graphene oxide is a versatile carbocatalyst and this is the first report on its application in a pyrido[2,3-d]pyrimidine synthesis. Good yield, use of readily available starting materials, operational simplicity, easy work-up and eco-friendly re-usable catalyst are the key features of this protocol.
Keywords
References
1.
Choudhury A.
,
Chen H.
,
Nilsen C.N.
and
Sorgi K.L.
, Tetrahedron Lett. , 2008 , 49 , 102 .
2.
Gangjee A.
,
Vasudevan A.
,
Queener S.
and
Kisliuk R.J.
, Med. Chem. , 1996 , 39 , 1438 .
3.
Ghorab M.
,
Ragab F.
,
Heiba H.
,
Arafa R.
and
El-Hossary R.E.
, Eur. J. Med. Chem. , 2010 , 45 , 3677 .
4.
El-Gazzar A.R.
and
Hafez H.
, Bioorg. Med. Chem. Lett. , 2009 , 19 , 3392 .
5.
El-Sayed O.
and
Aboul-Enein H.
, Arch. Pharm. , 2001 , 334 , 117 .
6.
Quintela J.
,
Peinador C.
,
Botana L.
,
Estévez M.
and
Riguera R.
, Bioorg. Med. Chem. , 1997 , 5 , 1543 .
7.
Kots A.
,
Choi B.-k.
,
Estrella-Jimenez M.
,
Warren C.
,
Gilbertson S.
,
Guerrant R.
and
Murad F.
, Proc. Natl Acad. Sci. USA , 2008 , 105 , 8440 .
8.
Insuasty B.
,
Becerra D.
,
Quiroga J.
,
Abonia R.
,
Nogueras M.
and
Cobo J.
, Eur. J. Med. Chem. , 2013 , 60 , 1 .
9.
Dömling A.
, Chem. Rev. , 2006 , 106 , 17 .
10.
He H.
,
Klinowski J.
,
Forster M.
and
Lerf A.
, Chem. Phys. Lett. , 1998 , 287 , 53 .
11.
Anary-Abbasinejad M.
,
Farashah H.D.
,
Hassanabadi A.
,
Anaraki-Ardakani H.
and
Shams N.
, Synth. Commun. , 2012 , 42 , 1877 .
12.
Salari M.
,
Mosslemin M.H.
and
Hassanabadi A.
, J. Chem. Res. , 2017 , 41 , 448 .
13.
Havasian A.
,
Mosslemin M.H.
,
Nateghi M.R.
and
Kalantari-Fotooh F.
, J. Chem. Res. , 2017 , 41 , 611 .
14.
Golchin S.
,
Mosslemin M.H.
,
Yazdani-Elah-Abadi A.
and
Shams N.
, Res. Chem. Int. , 2017 , 43 , 1735 .
