Formation of new 4-isocyanobut-2-enenitriles by thermal ring cleavage of 3-pyridyl azides

Tetrahedron

Volumn 65, Issue 18, 2009, Pages 3668-3672

  Stockmann, Vegar ^a   Bakke, Jan M ^a   Bruheim, Per ^a   Fiksdahl, Anne ^a  

^a NORWEGIAN UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Norway)

Author keywords

2 (Thien 3 yl) 1H pyrrole 3 carbonitrile; 3 Pyridyl nitrene; 3 Pyridylazide; 4 Isocyano 2 (1 TIPS 1H pyrrol 3 yl)but 2 enenitrile; 4 Isocyano 2 (thiophen 3 yl)but 2 enenitrile; Thermolysis

Indexed keywords

2 (THIEN 3 YL) 1H PYRROLE 3 CARBONITRILE; 4 (THIEN 3 YL) 3 PYRIDYL AZIDE; 4 ISOCYANO 2 (1 TIPS 1H PYRROL 3 YL)BUT 2 ENENITRILE; 4 ISOCYANO 2 (THIOPHEN 3 YL)BUT 2 ENENITRILE; 4 ISOCYANOBUT 2 ENENITRILE; BETA CARBOLINE; FORMAMIDE; ISONITRILE DERIVATIVE; PYRIDO[3,4 B]PYRROLO[3,2 D]PYRROLE; PYRIDO[3,4 B]THIENOPYRROLE; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMISTRY; CYCLIZATION; DEGRADATION; HYDROLYSIS; PRIORITY JOURNAL; SYNTHESIS; THERMAL CONDUCTIVITY; THERMOLYSIS;

EID: 63249111832     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.02.072     Document Type: Article

References (26)

1. Stockmann V., and Fiksdahl A. Tetrahedron 64 (2008) 7626
2. Hansen L.K., Stockmann V., and Fiksdahl A. Acta Crystallogr. E63 (2007) o3290
3. Hansen L.K., Stockmann V., and Fiksdahl A. Acta Crystallogr. E63 (2007) o3896
4. Stockmann V., Eriksen K.L., and Fiksdahl A. Tetrahedron 64 (2008) 11180
5. Bakke J.M., Hegbom I., Øvreeide K., and Aaby K. Acta Chem. Scand. 48 (1994) 1001
6. Bakke J.M., and Ranes E. Synthesis (1997) 281
7. Morishima I., Mizuno A., and Yonezawa T. J. Chem. Soc., Chem. Commun. (1970) 1321
8. Hahn F.E., Langenhahn V., and Pape T. Chem. Commun. (2005) 5390
9. Hahn F.E., and Tamm M. Angew. Chem., Int. Ed. Engl. 30 (1991) 203
10. Hahn F.E., and Tamm M. Angew. Chem., Int. Ed. Engl. 31 (1992) 1212
11. Claridge T.D.W. High-Resolution NMR Techniques in Organic Chemistry (1999), Pergamon, Amsterdam
12. Stein A.R., and Lim Y.Y. Can. J. Chem. 49 (1971) 2455
13. Wentrup C., and Winter H.-W. J. Am Chem. Soc. 102 (1980) 6159
14. Wentrup C. Top. Curr. Chem. 51 (1976) 173
15. Chang C.W.J., and Scheuer P.J. Top. Curr. Chem. 167 (1993) 33
16. Chang C.W.J. Prog. Chem. Org. Nat. Prod. 80 (2000) 1
17. Garson M.J., and Simpson J.S. Nat. Prod. Rep. 21 (2004) 164
18. Banert K., Köhler F., and Meier B. Tetrahedron Lett. 44 (2003) 3781
19. Meier M., and Ruechardt C. Tetrahedron Lett. 25 (1984) 3441
20. Haaf K., and Ruechardt C. Chem. Ber. 123 (1990) 635
21. Marcaccini S., and Torroba T. Org. Prep. Proced. Int. 25 (1993) 141
22. Wong D.M., and Simpson S.J. Polyhedron 25 (2006) 2303
23. Villemin D., Jullien A., and Bar N. Tetrahedron Lett. 48 (2007) 4191
24. Ojo W.-S., Paugam E., Petillon F.Y., Schollhammer P., Talarmin J., and Muir K.W. Organometallics 25 (2006) 4009
25. Antinolo A., Garcia-Yuste S., Lopez-Solera M.I., Otero A., Perez-Flores J.C., Reguillo-Carmona R., and Villasenor E. Dalton Trans. (2006) 1495
26. Harris R.K., Becker E.D., Cabral De Menezes S.M., Granger P., Hoffman R.E., and Zilm K.W. Pure Appl. Chem. 80 (2008) 59