A green organocatalyzed one-pot protocol for efﬁcient
synthesis of new substituted pyrimido[4,5-
d]pyrimidinones using a Biginelli-like reaction
Received: 23 April 2016 / Accepted: 19 May 2016 / Published online: 7 June 2016
Ó Springer Science+Business Media Dordrecht 2016
In this article, we have demonstrated a green and facile one-pot approach for
the regio- and chemoselective synthesis of 5-aryloyl-1,3-dimethyl-7-thioxo-5,6,7,8-te-
trahydropyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione derivatives in water at 50 °C.
This transformation presumably proceeds via a three-component tandem annulation of
arylglyoxalmonohydrates with 1,3-dimethylbarbituric acid and thiourea in the presence
of catalytic amounts of DABCO or
-proline, involving a Biginelli-like reaction.
Electronic supplementary material The online version of this article (doi:10.1007/s11164-016-2588-
6) contains supplementary material, which is available to authorized users.
& Mehdi Rimaz
Department of Chemistry, Payame Noor University, PO Box19395-3697, Tehran, Iran
Faculty of Chemistry, Department of Organic Chemistry, Urmia University, Urmia 57154, Iran
Res Chem Intermed (2016) 42:8185–8200