Palladium-catalyzed arylation of N,N-dialkylhydrazines and the subsequent conversion to anilines

Tetrahedron Letters

Volumn 48, Issue 48, 2007, Pages 8409-8412

  Liu, Xiaoxiang ^a   Barry, Michael ^a   Tsou, Hwei Ru ^a  

^a WYETH RESEARCH   (United States)

Author keywords

Amination; Aniline; Arylation; N,N Dialkyl N arylhydrazine

Indexed keywords

ANILINE DERIVATIVE; FUNCTIONAL GROUP; HYDRAZINE DERIVATIVE; PALLADIUM;

AMINATION; ARTICLE; ARYLATION; CATALYSIS; CHEMICAL BINDING; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; SYNTHESIS;

EID: 35548970646     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.09.177     Document Type: Article

References (24)

1. In: Wolff M.E. (Ed). Burger's Medicinal Chemistry and Drug Discovery Vol. 5 (1996), John Wiley & Sons, New York 1-5
2. Silverman R.B. The Organic Chemistry of Drug Design and Drug Action. 2nd ed. (2004), Elsevier/Academic Press, San Diego
3. Hartwig J.F. In: Astruc D. (Ed). Modern Arene Chemistry (2002), Wiley-VCH, Weinheim 107
4. Hartwig J.F. In: Negishi A.d.M. (Ed). Handbook of Organopalladium Chemistry for organic Synthesis Vol. 1 (2002), Wiley, New York 1051
5. Muci A.R., and Buchwald S.L. Top. Curr. Chem. 219 (2002) 131
6. Buchwald, S. L.; Wagaw, S.; Geis, O. WO9943643, 1999.
7. Hartwig J.F. Angew. Chem., Int. Ed. 37 (1998) 2090
8. Wagaw S., Yang B.H., and Buchwald S.L. J. Am. Chem. Soc. 120 (1998) 6621
9. Lim Y., Lee K., and Cho C. Org. Lett. 5 (2003) 979
10. Arterburn J.B., Rao K.V., Ramdas R., and Dible B.R. Org. Lett. 3 (2001) 1351
11. Buchwald; S. L.; Wagaw, S.; Geis, O. WO9943643, 1999.
12. Cacchi S., Fabrizi G., Goggiamani A., Licandro F., Maiorana S., and Perdicchia D. Org. Lett 7 (2005) 1497
13. Harrack Y., Romero M., Constans P., and Pujor M.D. Lett. Org. Chem 3 (2006) 29
14. Netherton M.R., and Fu G.C. Org. Lett. 3 (2001) 4295
15. 2: C, 75.74; H, 9.53; N, 14.72. Found: C, 75.89; H, 9.09; N, 14.71.
16. Lee D., and Hartwig J.F. Org. Lett. 7 (2005) 1169
17. Job A., Janeck C.F., Bettray W., Peters R., and Enders D. Tetrahedron 58 (2002) 2253
18. Enders D., Moll A., Schaadt A., Raabe G., and Runsink J. Eur. J. Org. Chem. (2003) 3923
19. Wolfe J.P., Ahman J., Sadighi J.P., Singer R.A., and Buchwald S.L. Tetrahedron Lett. 38 (1997) 6367
20. Jaime-Figueroa S., Liu Y., Muchowski J.M., and Putman D.G. Tetrahedron Lett. 39 (1998) 1313
21. Hartwig J.F., Kawatsura M., Hauck S.I., Shaugnessy K.H., and Alcazar-Roman L.M. J. Org. Chem. 64 (1999) 5575
22. Lee S., Jorgensen M., and Hartwig J.F. Org. Lett. 3 (2001) 2729
23. Huang X., and Buchwald S.L. Org. Lett. 3 (2001) 3417
24. Lee D., and Hartwig J.F. Org. Lett. 7 (2005) 1169