Microwave-accelerated preparation of Nـ alkyl 2ـ ketomethyl quinoline Derivatives

Document Type: Original Paper

Authors

Laboratory of Organic Chemistry Research, Department of Organic Chemistry, College of Chemistry, University of Kashan, 87317-51167, Kashan, I.R. Iran

Abstract

A series of Nـ alkyl 2ـ ketomethylquinoline derivatives were synthesis by reaction of benzoyl chloride derivatives with Nـ methyl quinaldine iodide in the presence of triethyl amine under microwave irradiation. Enaminone form of the product study by spectroscopy method. The result revealed the  Nـ alkyl 2ـ ketomethylquinoline the fixed enaminone tautomer.

Keywords


1. Greehill J.V.Chem Soc Rev 6.277.(1977)

2. R. Gawinecki, E. Kolehmainen, B. Osmial⁄owski, P. Palkovic,Heterocyclic Commun. 5 (1999) 549.

3. G.H. Alt, J. Org. Chem. 31 (1966) 2384.

4. G. Fukata, C. O’Brien, R.A. More, O’Ferrall, J. Chem. Soc.,Perkin Trans. 2 (1979) 792.

5. E. Vongerichten, W. Rotta, Ber. 44 (1911) 1419.

6. B.R. Baker, F.J. McEvoy, J. Org. Chem. 20 (1955) 118.

7. N.A. Damir, N.N. Sveshnikov, Zh. Vsesoyouz. Khim. obshch.im. D.I. Mendeleeva 10 (1965) 592.

8. Gawinecki,r.Osmialowski.b,Kolehmainwen,b. Nissinen,m J.Molecular.Structure 525.233.(2000)

9. R. Reinhard, G. Maas,J. Bohrisch, J. Liebscher, Liebigs Ann.Chem.(1994) 429 (and papers cited therein).

10. J.-C. Zhou, Magn. Reson. Chem. 36 (1998) 565.

11. L. Kozerski, K. Kamien´ska-Trela, L. Kania, W. vonPhilipsborn, Helv. Chim. Acta 66 (1983) 2113.

12. R.A. More O’Ferrall, B.A. Murray, J. Chem. Soc., PerkinTrans. 2 (1994) 2461.