A synthesis of pyrrolo[2,1-a]isoquinolines through the reaction of activated acetylenes and isoquinoline in the presence of ethyl bromopyruvate

Tetrahedron Letters

Volumn 47, Issue 34, 2006, Pages 6037-6040

  Yavari, Issa ^a   Hossaini, Zinatossadat ^a   Sabbaghan, Maryam ^a  

^a TARBIAT MODARES UNIVERSITY   (Iran)

Author keywords

Activated acetylenes; Indolizine; Isoquinoline; Pyridine; Quinoline

Indexed keywords

ACETYLENE DERIVATIVE; DIMETHYL 1 (2 ETHOXY 2 OXOACETYL) 2,3 INDOLIZINE DICARBOXYLATE; DIMETHYL 3 (2 ETHOXY 2 OXOACETYL)PYRROLO[1,2 A]QUINOLINE 1,2 DICARBOXYLATE; ISOQUINOLINE DERIVATIVE; PYRUVIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; DRUG SYNTHESIS;

EID: 33746297863     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.06.113     Document Type: Article

References (20)

1. Swinbourne J.F., Hunt H.J., and Klinkert G. Adv. Heterocycl. Chem. 23 (1987) 103
2. Hermecz I., Vasvari-Debreczy L., and Matyus P. In: Katritzky A.R., Rees C.W., and Scriven E.F.V. (Eds). Comprehensive Heterocyclic Chemistry Vol. 8, Chapter 23 (1996), Pergamon Press, London 563-595
3. Winterfeldt E. Angew. Chem., Int. Ed. Engl. 6 (1967) 423
4. Acheson R.M., and Elmore N.F. Adv. Heterocycl. Chem. 23 (1978) 263
5. Acheson R.M., and Taylor G.A. Proc. Chem. Soc. (1959) 186
6. Acheson R.M., and Taylor G.A. J. Chem. Soc. (1960) 1691
7. Acheson R.M., Gagam J.M.F., and Taylor G.A. J. Chem. Soc. (1963) 1903
8. Acheson R.M., and Plunkett A.O. J. Chem. Soc., Perkin Trans. 1 (1975) 438
9. Yavari I., and Djahaniani H. Tetrahedron Lett. 47 (2006) 2953
10. Yavari I., and Moradi L. Tetrahedron Lett. 47 (2006) 1627
11. Yavari I., and Djahaniani H. Tetrahedron Lett. 46 (2005) 7491
12. Yavari I., Djahaniani H., and Nasiri F. Synthesis (2004) 679
13. Yavari I., and Habibi A. Synthesis (2004) 989
14. Yavari I., Nasiri F., and Djahaniani H. Mol. Divers. 8 (2004) 431
15. Yavari I., and Alizadeh A. Synthesis (2004) 237
16. Yavari I., Maghsoodlou M.T., and Pourmossavi A. J. Chem. Res. (S) (1997) 212
17. Skatteböl L., Jones E.R.H., and Whiting M.C. Org. Synth. Coll. Vol. 4 (1963) 792
18. Bowden K., Heilborn I.M., Jones E.R.H., and Weedon B.C.L. J. Chem. Soc. (1946) 39
19. A typical procedure for the synthesis of dimethyl 1-(2-ethoxy-2-oxoacetyl)pyrrolo[2,1-a]isoquinoline-2,3-dicarboxylate (4a)
20. Nair V., Rajesh C., Vinod A.U., Bindu S., Sreekanth A.R., Mathess J.S., and Balagopal L. Acc. Chem. Res. 36 (2003) 899