Synthesis of biphenylamines via Suzuki-Miyaura cross-coupling reactions

Tetrahedron

Volumn 63, Issue 12, 2007, Pages 2657-2663

  Maj, Anna M ^a   Delaude, Lionel ^a   Demonceau, Albert ^a   Noels, Alfred F ^a  

^a UNIVERSITY OF LIÈGE   (Belgium)

Author keywords

Amines; Biaryls; Cross coupling; Homogeneous catalysis; Palladium

Indexed keywords

ALKYL GROUP; AMINE; AMINOBIPHENYL DERIVATIVE; ANILINE DERIVATIVE; BORONIC ACID DERIVATIVE; PALLADIUM; TRIFLUOROACETAMIDE DERIVATIVE;

ARTICLE; CATALYST; CROSS COUPLING REACTION; ELECTRON; MOLECULAR LIBRARY; PRIORITY JOURNAL; SUBSTITUTION REACTION; SUZUKI REACTION; SYNTHESIS;

EID: 33846911325     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.01.023     Document Type: Article

References (43)

1. Stanforth S. Tetrahedron 54 (1998) 263-303
2. Lloyd-Williams P., and Giralt E. Chem. Soc. Rev. 30 (2001) 145-157
3. Delaude L., Demonceau A., and Noels A.F. Chem. Commun. (2001) 986-987
4. Simal F., Jan D., Delaude L., Demonceau A., Spirlet M.-R., and Noels A.F. Can. J. Chem. 79 (2001) 529-535
5. Delaude L., Szypa M., Demonceau A., and Noels A.F. Adv. Synth. Catal. 344 (2002) 749-756
6. Delaude L., Delfosse S., Richel A., Demonceau A., and Noels A.F. Chem. Commun. (2003) 1526-1527
7. Richel A., Delfosse S., Cremasco C., Delaude L., Demonceau A., and Noels A.F. Tetrahedron Lett. 44 (2003) 6011-6015
8. Delaude L., Demonceau A., and Noels A.F. Curr. Org. Chem. 10 (2006) 203-215
9. In: Diederich F., and Stang P.J. (Eds). Metal-Catalyzed Cross-Coupling Reactions (1998), Wiley-VCH, Weinheim
10. In: Miyaura N. (Ed). Cross-Coupling Reactions. A Practical Guide. Topics in Current Chemistry Vol. 219 (2002), Springer, Berlin
11. Hassan J., Sévignon C., Gozzi C., Schulz E., and Lemaire M. Chem. Rev. 102 (2002) 1359-1470
12. For monographs, see:
13. Suzuki A. In: Diederich F., and Stang P.J. (Eds). Metal-Catalyzed Cross-Coupling Reactions (1998), Wiley-VCH, Weinheim 49-97
14. Miyaura N. In: Miyaura N. (Ed). Cross-Coupling Reactions. A Practical Guide. Topics in Current Chemistry Vol. 219 (2002), Springer, Berlin 11-59
15. For reviews, see:
16. Miyaura N., and Suzuki A. Chem. Rev. 95 (1995) 2457-2483
17. Suzuki A. J. Organomet. Chem. 576 (1999) 147-168
18. Kotha S., Lahiri K., and Kashinath D. Tetrahedron 58 (2002) 9633-9695
19. Bellina F., Carpita A., and Rossi R. Synthesis (2004) 2419-2440
20. Miyaura N., Yanagi T., and Suzuki A. Synth. Commun. 11 (1981) 513-519
21. Littke A.F., and Fu G.C. Angew. Chem., Int. Ed. 37 (1998) 3387-3388
22. Littke A.F., Chaoyang D., and Fu G.C. J. Am. Chem. Soc. 122 (2000) 4020-4028
23. Leadbeater N.E., and Marco M. Angew. Chem., Int. Ed. 42 (2003) 1407-1409
24. Arvela R.K., Leadbeater N.E., Sangi M.S., Williams V.A., Granados P., and Singer R.D. J. Org. Chem. 70 (2005) 161-168
25. Arcadi A., Cerichelli G., Chiarini M., Correa M., and Zorzan D. Eur. J. Org. Chem. (2003) 4080-4086
26. Wu Y., Li J., Fu Y., and Bo Z. Org. Lett. 6 (2004) 3485-3487
27. Tao B., and Boykin D.W. J. Org. Chem. 69 (2004) 4330-4335
28. Thompson A.E., Hughes G., Batsanov A.S., Bryce M.R., Parry P.R., and Tarbit B. J. Org. Chem. 70 (2005) 388-390
29. Barder T.E., Walker S.D., Martinelli J.R., and Buchwald S.L. J. Am. Chem. Soc. 127 (2005) 4685-4696
30. Greene T.W., and Wuts P.G.M. Protective Groups in Organic Synthesis. 3rd ed. (1999), Wiley, New York, NY
31. Newman H. J. Org. Chem. 30 (1965) 1287-1288
32. Wolfrom M.L., and Bhat H.B. J. Org. Chem. 32 (1967) 1821-1823
33. Rajagopal R., Jarikote D.V., and Srinivasan K.V. Chem. Commun. (2002) 616-617
34. Wong M.S., and Zhang X.L. Tetrahedron Lett. 42 (2001) 4087-4089
35. Koza D.J., and Carita E. Synthesis (2002) 2183-2186
36. Kuivila H.G., Reuwer Jr. J.F., and Mangravite J.A. J. Am. Chem. Soc. 86 (1964) 2666-2670
37. Feuerstein M., Berthiol F., Doucet H., and Santelli M. Synlett (2002) 1807-1810
38. Grasa G.A., Viciu M.S., Huang J., Zhang C., Trudell M., and Nolan S.P. Organometallics 21 (2002) 2866-2873
39. Navarro O., Kaur H., Mahjoor P., and Nolan S.P. J. Org. Chem. 69 (2004) 3173-3180
40. Miyaura N., Ishiyama T., Sasaki H., Ishikawa M., Satoh M., and Suzuki A. J. Am. Chem. Soc. 111 (1989) 314-321
41. McClure M.S., Roschangar F., Hodson S.J., Millar A., and Osterhout M.H. Synthesis (2001) 1681-1685
42. Watanabe T., Miyaura N., and Suzuki A. Synlett (1992) 207-210
43. Pretsch E., Bühlmann P., and Affolter C. Structure Determination of Organic Compounds. 3rd ed. (2003), Springer, Berlin