Transformations of alkyl 2-(2,2-disubstituted-ethenyl)amino-3- dimethylaminoprop-2-enoates: Synthesis of alkyl 3,4-disubstituted- and alkyl 1-acyl-3,4-disubstituted pyrrole-2-carboxylates

Synthesis

Volumn , Issue 3, 1999, Pages 479-482

  Selič, Lovro ^a   Stanovnik, Branko ^a  

^a UNIVERSITY OF LJUBLJANA   (Slovenia)

Author keywords

Alkyl 1 acyl substituted pyrrol 2 carboxylates; Alkyl substituted pyrrole 2 carboxylates; Nitrogen hetrocycles

Indexed keywords

ACRYLIC ACID; ALKYL GROUP; CARBOXYLIC ACID DERIVATIVE; DIMETHYLAMINE; N,N DIMETHYLFORMAMIDE; PYRROLE DERIVATIVE; TRIFLUOROACETIC ACID;

ACYLATION; ALKYLATION; ARTICLE; CHEMICAL REACTION; CYCLIZATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

EID: 0033058192     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-3408     Document Type: Article

References (30)

1. Battersby, A. R., Angew. Chem. 1995, 107, 421; Angew. Chem. Int. Ed. Engl. 1995, 34, 383.
2. Battersby, A. R., Angew. Chem. 1995, 107, 421; Angew. Chem. Int. Ed. Engl. 1995, 34, 383.
3. Sessler, J. L.; Weghorn, J. S.; Hiseada, Y. L. Chem. Eur. J. 1995, 1, 56.
4. Leeper, F. J. Nat. Prod. Rep. 1989, 171.
5. Kitamura, C.; Yamashita, Y. J. Chem. Soc., Perkin Trans 1 1997, 1443.
6. Patterson, J. M. Synthesis 1976, 281.
7. Scott, A. J. Pure and Appl. Chem. 1981, 53, 1215.
8. Sundberg, R. J. Pyrroles and Their Benzo Derivatives: Synthesis and Applications, In Comprehensive Heterocyclic Chemistry; Katritzky, A. R.; Rees, C. W.; Eds.; Vol 4, Bird, C. W.; Cheeseman, G. W. H.; Eds.; Pergamon: Oxford, 1984, pp 313-376.
9. Sundberg, R. J. Pyrroles and Their Benzo Derivatives: Synthesis, In Comprehensive Heterocyclic Chemistry II; Katritzky, A. R. ; Rees, C. W.; Scriven, E. F. V.; Eds.; Vol. 2, Bird, C. W.; Ed.; Pergamon: Oxford, 1996, pp 119-206.
10. Jones, A. R. In The Chemistry of Heterocyclic Compounds; Vol. 48, Pyrroles, Part I; Taylor, E. C.; Ed.; Wiley: New York, 1990, p 105.
11. Paine III, J. B.; Dolphin, D. J. Org. Chem. 1985, 50, 5598. Paine III, J. B.; Brough, J. R.; Buller, K. K.; Erikson, E. E. J. Org. Chem. 1987, 52, 3986.
12. Paine III, J. B.; Dolphin, D. J. Org. Chem. 1985, 50, 5598. Paine III, J. B.; Brough, J. R.; Buller, K. K.; Erikson, E. E. J. Org. Chem. 1987, 52, 3986.
13. Plieninger, H.; Husseini, H. Synthesis 1970, 587.
14. Kleinspehn, G. G. J. Am. Chem. Soc. 1955, 77, 1546.
15. Cohnen, E.; Dewald, R. Synthesis 1987, 566.
16. Treibs, A.; Ohorodnik, A. Liebigs Ann. Chem. 1958, 611, 139.
17. Gupta, S. K. Synthesis 1975, 726.
18. Mataka, S.; Takahashi, K.; Tsuda, Y.; Tashiro, M. Synthesis 1982, 157.
19. Hombrecher, H. K.; Horter, G. Synthesis 1990, 389.
20. Winterfeldt, E.; Dillinger, II. J. Chem. Ber. 1966, 99, 1558.
21. Kolar, P.; Tišler, M. Synth. Commun. 1994, 24, 1887.
22. For a review, see: Stanovnik, B. Prog. Heterocycl. Chem. 1993, 5, 34.
23. Stanovnik, B. Molecules 1996, 1, 123.
24. Selic, L.; Golič Grdadolnik S.; Stanovnik, B. Helv. Chim. Acta 1997, 80, 2418.
25. Toplak, R.; Selič, L.; Soršak, G.; Stanovnik, B. Heterocycles 1997, 45, 555.
26. Pizzioli, L.; Ornik, B.; Svete, J.; Stanovnik, B. Helv. Chim. Acta 1998, 81, 231.
27. Smodiš, J.; Stanovnik, B. Tetrahedron 1998, 54, 9799.
28. Malešič, M.; Krbavčič, A.; Golobic, A.; Golič, L.; Stanovnik, B. J. Heterocycl. Chem. 1997, 34, 1757.
29. Selič, L.; Stanovnik, B. J. Heterocycl. Chem. 1997, 34, 813.
30. Toplak, R.; Zucchiati, M.; Golič Grdadolnik, S.; Stanovnik, B. Heterocycles, in press.