N-arylation of aziridines

Journal of Organic Chemistry

Volumn 68, Issue 5, 2003, Pages 2045-2047

  Sasaki, Mikio ^a   Dalili, Shadi ^a   Yudin, Andrei K ^a  

^a UNIVERSITY OF TORONTO   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ARYLATION;

AMINATION; CATALYSIS; COPPER; NITROGEN; PALLADIUM;

ORGANIC COMPOUNDS;

AZIRIDINE DERIVATIVE; BROMIDE; COPPER; NITROGEN; PALLADIUM;

ARTICLE; ARYLATION; CATALYSIS; COMPLEX FORMATION; ELECTRON TRANSPORT; METAL BINDING; REACTION ANALYSIS; SYNTHESIS;

EID: 0037424436     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo020696+     Document Type: Article

References (22)

1. Wolfe, J. P.; Wagaw, S.; Marcoux, J. F.; Buchwald, S. L. Acc. Chem. Res. 1998, 31, 805.
2. Hartwig, J. F. Angew. Chem., Int. Ed. 1998, 37, 2046.
3. Siu, T.; Yudin, A. K. J. Am. Chem. Soc. 2002, 124, 530.
4. Caiazzo, A.; Dalili, S.; Yudin, A. K. Org. Lett. 2002, 4, 2597.
5. Padwa, A.; Woolhouse, A. D. Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon: Oxford, UK, 1984; Vol. 7, p 47.
6. Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 599.
7. Kelly, J. W.; Eskew, N. L.; Evans, S. A. J. Org. Chem. 1986, 51, 95.
8. Kuhnau, D.; Thomasen, I.; Jorgensen, K. A. J. Chem. Soc., Perkin Trans. 1 1996, 1167.
9. Hansen, K. B.; Finney, N. S.; Jacobsen, E. N. Angew. Chem., Int. Ed. Engl. 1995, 34, 676.
10. Rasmussen, K. G.; Jorgensen, K. A. J. Chem. Soc., Chem. Commun. 1995, 1401.
11. Casarrubios, L.; Perez, J. A.; Brookhart, M.; Templeton, J. L. J. Org. Chem. 1996, 61, 8358.
12. Aggarwal, V. K.; Stenson, R. A.; Jones, R. V. H.; Fieldhouse, R.; Blacker, J. Tetrahedron Lett. 2001, 42, 1587.
13. Magdolen, P.; Meciarova, M.; Toma, S. Tetrahedron 2001, 57, 4781.
14. Louie, J.; Paul, F.; Hartwig, J. F. Organometallics 1996, 15, 2794.
15. Christoffers, J.; Schulze, Y.; Pickardt, J. Tetrahedron 2001, 57, 1765.
16. Seko, S.; Tani, N. Tetrahedron Lett. 1998, 39, 8117.
17. Wagaw, S.; Buchwald, S. L. J. Org. Chem. 1996, 61, 7240.
18. Lin, B. L.; Clough, C. R.; Hillhouse, G. L. J. Am. Chem. Soc. 2002, 124, 2890.
19. Alper, H.; Perera, C. P.; Ahmed, F. R. J. Am. Chem. Soc. 1981, 103, 1289.
20. Calet, S.; Urso, F.; Alper, H. J. Am. Chem. Soc. 1989, 111, 931.
21. Antilla, J. C.; Buchwald, S. L. Org. Lett. 2001, 3, 2077.
22. For other known metal-aziridine species, see: Yamamoto, Y.; Asao, N.; Meguro, M.; Tsukada, N.; Nemoto, H.; Sadayori, N.; Wilson, J. G.; Nakamura, H. J. Chem. Soc. Chem. Commun. 1993, 1201.