Synthesis of 2-(5-nitropyrid-2-yl)-3-(4-substitutedphenyl)aminoisoxazol- 5(2h)-ones and their rearrangements to imidazo[1,2-a]-pyridines and indoles with triethylamine

Molecules

Volumn 7, Issue 12, 2002, Pages 907-916

  Khalafy, J ^a   Setamdideh, D ^a   Dilmaghani, K Akbari ^a  

^a URMIA UNIVERSITY   (Iran)

Author keywords

Base induced rearrangement; Imidazopyridines; Indoles; Isoxazolones

Indexed keywords

INDOLE DERIVATIVE; ISOXAZOLE DERIVATIVE; PYRIMIDINE DERIVATIVE; TRIETHYLAMINE;

ADDITION REACTION; CONFERENCE PAPER; PHOTOLYSIS; PYROLYSIS; SUBSTITUTION REACTION; SYNTHESIS;

EID: 3342878337     PISSN: 14203049     EISSN: None     Source Type: Journal    
DOI: 10.3390/71200907     Document Type: Conference Paper

References (10)

1. Khalafy, J.; Prager, R. H. Some unusual reactions of 3- phenylaminoisoxazolones, J. Sci. I. R. Iran, 2000, 11, 32-38.
2. Khalafy, J.; Prager, R.H.; Smith, J.A. Photochemical and thermal reactions of isoxazolones substituted at C-3 or C-4 with nitrogen, oxygen or sulfur, J. Chem. Res. (M), 1999, 518-536.
3. Doleschall, G. A new enamine-salt for the synthesis of ?-alkylated ethyl acetoacetates, Tetrahedron Lett., 1988, 29, 6339-6340.
4. Worral, D.E. The reaction of hydroxylamine and hydrazine on the aryl monothioamides of carbethoxyethylmalonate, J. Am. Chem. Soc. 1923, 45, 3092-3094
5. Barnikow, G; Kunzek, H. Sodium and nickel salts of N-aryl methanecarboxylic acid diethyl ester thioamides, Justus Liebigs Ann. Chem., 1966, 700, 36-45.
6. Walter, W.; Meyer, H.W.; Lehmann, A. Thermodynamic acidity of thioanilides, Justus Liebigs Ann. Chem., 1974, 765-775.
7. Tateja, N.; Pham, T.; Tuteja, R.; Ocham, A.; Falaschi, A. Inhibition of DNA unwinding and ATPase activities of human helicase II by chemotherapeutic agents, Biochem. Biophys. Res. Commun. 1997, 236, 636-640.
8. Stiborova, M.; Bieler, C.A.; Wiessler, M.; Frei, E. The anticancer agent ellipticine on activation by cytochrome P450 forms covalent DNA adducts, Biochem. Pharmacol., 2001, 62, 1675-1684.
9. Perrin, D.D. and Amarego, W.L.F. Purification of Laboratory Chemicals, Pergamon Press: Oxford, U.K.; 3rd edn, 1988.
10. Barnikow, G.; Kunzek, H. Addition of sodiomalonic ester to arylthiocyanates in ethanol, J. Prakt. Chem, 1965, 29, 323-327.