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Synthesis 2006(2): 237-242
DOI: 10.1055/s-2005-918505
DOI: 10.1055/s-2005-918505
PAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of 2,3-Dihydroimidazo[1,2-b]isoquinoline-5(1H)-one and Derivatives
Further Information
Received
17 May 2005
Publication Date:
21 December 2005 (online)
Publication History
Publication Date:
21 December 2005 (online)
Abstract
A novel and efficient synthesis of 2,3-dihydroimidazo[1,2-b]isoquinoline-5(1H)-one by microwave irradiation is reported. Several new derivatives of 2,3-dihydroimidazo[1,2-b]isoquinoline-5(1H)-one have been synthesized by acylation using DMAP as catalyst. A kinetic study employing HPLC allowed the determination of the N- and C-acylated isomers formed.
Key words
acylation - DMAP - isomerizations - heterocycles - microwave synthesis
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Fakhfakh MA.Fournet A.Prina E.Mouscadet J.-F.Franck X.Hocmeller R.Figadère B. Bioorg. Med. Chem. 2003, 11: 5013 - 2
Grinberg H.Lamdan S.Gaozza CH. Org. Prep. Proced. Int. 1976, 8: 287 - 3
Nagarajan K.Rao VR.Shah RK.Shenoy SJ.Fritz H.Richter WJ.Muller D. Helv. Chim. Acta 1988, 71: 77 - 4
Kazuo K.Noriki I.Yasuo I.Isao S.Hiroshige H.Masuo M. Chem. Pharm. Bull 1979, 27: 2372 - 5
Varma RS. Green Chem. 1999, 43 - 6
Kappe CO. Angew Chem. Int. Ed. 2004, 43: 6250 - 7
Murugan R.Scriven EFV. Aldrichimica Acta 2003, 36: 21 - 8
Hoefle G.Steglich W.Vorbrüggen H. Angew. Chem., Int. Ed. Engl. 1978, 17: 569 - 9
Scriven EFV. Chem. Soc. Rev. 1983, 12: 129 - 10
Fersht AR. J. Am. Chem. Soc. 1970, 92: 5432 - 11
Kelly TR.Cavero M. Org. Lett. 2002, 4: 2653 - 12
Spivey AC.Arseniyadis S. Angew Chem. Int. Ed. 2004, 43: 2 - 13
Mermerian AH.Fu GC. J. Am. Chem. Soc. 2003, 125: 4050