Reaction of N1,N2-diarylamidines with (2,3-diphenylcyclopropen-1-ylidene)propanedinitrile: Synthesis of [2-arylamino-4(1H)-pyridinylidene]-propanedinitriles

Synthesis

Volumn , Issue 10, 2003, Pages 1545-1548

  Gomaa, Mohsen A M ^a   Döpp, Dietrich ^b  

^a Minia University ^*  (Egypt)

^b UNIVERSITY OF DUISBURG ESSEN   (Germany)

Author keywords

Cycloaddition; Dicyanomethylene compounds; Pyridines; Regioselectivity; Ring expansion

Indexed keywords

MOLECULAR STRUCTURE; NITROGEN COMPOUNDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

ARYL COMPOUNDS;

SYNTHESIS (CHEMICAL);

(2,3 DIPHENYLCYCLOPROPEN 1 YLIDENE)PROPANEDINITRILE; AMIDINE; NITRILE; PROPANEDINITRILE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CYCLOADDITION; NUCLEAR OVERHAUSER EFFECT; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS;

EID: 0042744939     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-40522     Document Type: Article

References (20)

1. (a) Mayler, W. G. Calcium Antagonists; Academic Press: London, 1989.
2. (b) Goldmann, S.; Stoltefuß, J. Angew. Chem., Int. Ed. Engl. 1991, 30, 1559; Angew. Chem. 1991, 103, 1587.
3. (b) Goldmann, S.; Stoltefuß, J. Angew. Chem., Int. Ed. Engl. 1991, 30, 1559; Angew. Chem. 1991, 103, 1587.
4. Triggle, D. J.; Longs, D. A.; Jamis, R. A. Med. Res. Rev. 1988, 9, 123.
5. Omote, Y.; Kue, K.-T.; Sugiyama, N. Bull. Chem. Soc. Jpn. 1967, 40, 1695.
6. Eiden, F.; Peter, P. Arch. Pharm. (Weinheim, Ger.) 1964, 297, 1.
7. Gewald, K.; Schindler, R. J. Prakt. Chem. 1990, 332, 223.
8. Eicher, T.; Freihoff, W. Synthesis 1986, 908.
9. Eicher, T.; Abel, M. Synthesis 1987, 542.
10. Eicher, T.; Pfister, T.; Urban, M. Chem. Ber. 1980, 113, 424.
11. 13C NMR Spektroskopie; Thieme: Stuttgart, 1984, 121.
12. 13C NMR Spektroskopie; Thieme: Stuttgart, 1984, 347.
13. 13C NMR Spektroskopie; Thieme: Stuttgart, 1984, 472.
14. (a) Claridge, T. W. High Resolution NMR Techniques in Organic Chemistry; Pergamon: Oxford, 1999, 139-142.
15. (b) Claridge, T. W. High Resolution NMR Techniques in Organic Chemistry; Pergamon: Oxford, 1999, 244-251.
16. 13C NMR-Spektroskopie; Thieme: Stuttgart, 1977.
17. Eicher, T.; Weber, J.; Knopf, J. Liebigs Ann. Chem. 1978, 1222.
18. Pfau, M.; Chiriacescu, M.; Revial, G. Tetrahedron Lett. 1993, 34, 327.
19. Taylor, E. C.; Erhart, W. A. J. Org. Chem. 1963, 28, 1108.
20. Eicher, T.; Pfister, T.; Krüger, N. Org. Prep. Proced. Int. 1974, 6, 63.