Copper-catalyzed coupling of (S)-1-(3-bromophenyl)-ethylamine and N-H containing heteroarenes using microwave heating

Tetrahedron Letters

Volumn 44, Issue 22, 2003, Pages 4217-4218

  Wu, Yong Jin ^a   He, Huan ^a   L'Heureux, Alexandre ^a  

^a BRISTOL MYERS SQUIBB   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1 (3 BROMOPHENYL)ETHYLAMINE; ETHYLAMINE; HYDROGEN; NITROGEN; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ARYLATION; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CATALYST; IRRADIATION; MICROWAVE COOKING; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0038739208     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00898-0     Document Type: Article

References (14)

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7. For recent reviews on microwave-assisted reactions, see: (a) Perreux, L.; Loupy, A. Tetrahedron 2001, 57, 9199-9223; (b) Lidström, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 57, 9225-9283; (c) Larhed, M.; Hallberg, A. Drug Disc. Today 2001, 6, 406-416; (d) Wathey, B.; Tierney, J.; Lidstrom, P.; Westman, J. Drug Disc. Today 2002, 7, 373-380.
8. For recent reviews on microwave-assisted reactions, see: (a) Perreux, L.; Loupy, A. Tetrahedron 2001, 57, 9199-9223; (b) Lidström, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 57, 9225-9283; (c) Larhed, M.; Hallberg, A. Drug Disc. Today 2001, 6, 406-416; (d) Wathey, B.; Tierney, J.; Lidstrom, P.; Westman, J. Drug Disc. Today 2002, 7, 373-380.
9. For recent reviews on microwave-assisted reactions, see: (a) Perreux, L.; Loupy, A. Tetrahedron 2001, 57, 9199-9223; (b) Lidström, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 57, 9225-9283; (c) Larhed, M.; Hallberg, A. Drug Disc. Today 2001, 6, 406-416; (d) Wathey, B.; Tierney, J.; Lidstrom, P.; Westman, J. Drug Disc. Today 2002, 7, 373-380.
10. For recent reviews on microwave-assisted reactions, see: (a) Perreux, L.; Loupy, A. Tetrahedron 2001, 57, 9199-9223; (b) Lidström, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 57, 9225-9283; (c) Larhed, M.; Hallberg, A. Drug Disc. Today 2001, 6, 406-416; (d) Wathey, B.; Tierney, J.; Lidstrom, P.; Westman, J. Drug Disc. Today 2002, 7, 373-380.
11. For a copper(II)-mediated N-arylation of N-H containing heteroarenes with arylboronic acids under microwave irradiation, see: Combs A.P., Saubern S., Rafalski M., Lam P.Y.S. Tetrahedron Lett. 40:1999;1623-1626.
12. For a microwave-assisted Goldberg reaction, see: Lange J.H.M., Hofmeyer L.J.F., Hout F.A.S., Osnabrug S.J.M., Verveer P.C., Kruse C.G., Feenstra R.W. Tetrahedron Lett. 43:2002;1101-1104.
13. The microwave unit used in our experiments is the Smith Creator® from Personal Chemistry. It continuously adjusts the applied wattage to maintain the desired temperature. Reactions were conducted in the Personal Chemistry proprietary 5 mL sealed vials.
14. 3OD, 100 MHz) δ 25.28, 52.17, 104.56, 111.43, 121.32, 122.05, 122.83, 123.36, 123.79, 125.18, 129.04, 130.94, 131.01, 137.27, 141.48, 150.12.