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Roopan S.M.,Organic and Medicinal Chemistry Research Laboratory | Khan F.R.N.,Organic and Medicinal Chemistry Research Laboratory | Mandal B.K.,Vellore Institute of Technology
Tetrahedron Letters | Year: 2010

An efficient and regioselective N-alkylation of 4(3H)-pyrimidone with various electrophiles in the presence of Fe nano particle is reported. The catalyst initiates N-alkylation of amides by alkyl chlorides. The reaction of equimolar 4(3H)-pyrimidone and 2-chloro-3-(chloromethyl)quinolines in the presence of KOH and Fe nano particle (5 mol %) in DMSO solution under reflux condition formed 3-[(2-chloroquinolin-3-yl]methyl)pyrimidin-4(3H)ones. © 2010 Elsevier Ltd. All rights reserved.

Roopana S.M.,Organic and Medicinal Chemistry Research Laboratory | Hathwar V.R.,Indian Institute of Science | Khan F.N.,Organic and Medicinal Chemistry Research Laboratory | Kushwahaa A.K.,Organic and Medicinal Chemistry Research Laboratory
Jiegou Huaxue | Year: 2010

On the basis of the interesting structures and biological activities exhibited by several heterocyclic systems possessing the pyridone nucleus such as mappcine and camptothecin, we have planed to design the synthesis, crystal studies and antibacterial activity of the new 1-((2-chloroquinolin-3yl)-methyl)- pyridine-2(1 H)-one building block. An X-ray analysis has provided valuable insight into the effect of steric factors on the three-dimensional shape of this compound which serves as a useful advanced intermediate in the synthesis of these biologically active molecules. A multistep synthesis of camptothecin (5) has been designed by retrosynthetic analysis as part of an ongoing program on lead anticancer drug.

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