An efficient, palladium-catalysed, amination of aryl bromides

Tetrahedron Letters

Volumn 40, Issue 19, 1999, Pages 3789-3790

  Guari, Yannick ^a   Van Es, Daan S ^a   Reek, Joost N H ^a   Kamer, Paul C J ^a   Van Leeuwen, Piet W N M ^a  

^a UNIVERSITY OF AMSTERDAM   (Netherlands)

Author keywords

Amines; Arylation; Catalysis; Palladium and compounds; Phosphanes

Indexed keywords

BROMIDE; NICKEL; PALLADIUM; TOLUENE;

AMINATION; AMINE TRANSPORT; ARTICLE; BROMINATION; CATALYSIS; LIGAND BINDING; METAL BINDING; PHOTOREACTIVITY;

EID: 0033531985     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00527-4     Document Type: Article

References (10)

1. (1) (a) Hartwig, J.F. Angew. Chem., Int. Ed, 1998, 33, 2046-2067.
2. (b) Hartwig, J.F. Synlett., 1998, 329-340.
3. (2) Hamann, B.C.; Hartwig, J.F. J. Am. Chem. Soc., 1998, 120, 7369-7370.
4. (3) Old, C.W.; Wolfe J.P.; Buchwald, S.L. J. Am. Chem. Soc., 1998, 120, 9722-9723.
5. (4) Kranenburg, M.; Van der Burgt, Y.E.M.; Kamer, P.C.J.; Van Leeuwen, P.W.N.M.; Goubitz, K.; Fraanje, J. Organometallics, 1995, 14, 3081-3089.
6. (5) Sadighi, J.P.; Harris, M.C.; Buchwald, S.L. Tetrahedron Lett., 1998, 39, 5327-5330.
7. 4. Evaporation of the solvent under vacuum gave the crude mixture.
8. (7) Previously reported compounds : (a) 4-hexylamino-benzonitrile (entry 1) : Wolfe, J.P.; Wagaw, S.; Buchwald, S.L. J. Am. Chem. Soc., 1996, 30, 7215-7216.
9. (b) (2-Methoxy-phenyl)-(2,4,6-trimethyl-phenyl)-amino (entry 6) : Sundberg, R.J.; Sloan, K.B. J. Org. Chem., 1973, 11, 2052-2057.
10. (c) 4-(4-Ethyl-piperazin-1-yl)-benzonitrile (entry 5) : Watanabe, T.; Kakefuda, A.; Kinoyama, I.; Takizawa, K.; Hirano, S. Chem. Pharm. Bull., 1997, 9, 1458-1469 and (3,5-dimethyl-phenyl)-(2-methoxy-phenyl)amine (entry 3) : (5).