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Short Paper | Regular issue | Vol 87, No. 9, 2013, pp.1925-1931
Published online, 6th August, 2013
DOI: 10.3987/COM-13-12777
Convenient Synthesis of 6-Amino-3,4-dihydro-2H-pyrimido[2,1-a]isoquinoline-7-carbonitriles and 5-Amino-2,3-dihydroimidazo[2,1-a]isoquinoline-6-carbonitriles

Kazuhiro Kobayashi,* Kosuke Ezaki, and Toshihide Komatsu

*Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan


An efficient method for the preparation of 6-amino-3,4-dihydro-2H-pyrimido[2,1-a]isoquinoline-7-carbonitriles and 5- amino-2,3-dihydroimidazo[2,1-a]isoquinoline-6-carbonitriles by the copper(I) iodide catalyzed reaction of 2-(2-bromophenyl)-1,4,5,6-tetrahydropyrimidines and 2-(2-bromophenyl)-4,5-dihydro-3H-imidazoles, respectively, with 1,3-propanedinitrile (malononitrile) in DMSO in the presence of excess potassium carbonate has been developed.