Microwave-accelerated preparation of Nـ alkyl 2ـ ketomethyl quinoline Derivatives
الموضوعات : International Journal of Heterocyclic ChemistryJavad Safari 1 , Hassan Karbasizadeh 2 , Sayed Hossein Banitaba 3
1 - Laboratory of Organic Chemistry Research, Department of Organic Chemistry, College of Chemistry, University of Kashan, 87317-51167, Kashan, I.R. Iran
2 - Laboratory of Organic Chemistry Research, Department of Organic Chemistry, College of Chemistry, University of Kashan, 87317-51167, Kashan, I.R. Iran
3 - Laboratory of Organic Chemistry Research, Department of Organic Chemistry, College of Chemistry, University of Kashan, 87317-51167, Kashan, I.R. Iran
الکلمات المفتاحية: Microwave irradiation, Nـ alkyl 2ـ ketomethylquinoline, Enaminone, triethyl amine, Solvent-free conditions,
ملخص المقالة :
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.
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.