Multiple Cross-Coupling Reactions of Aryl and Benzylic Zinc Halides with Aryl Halides and Triflates in Solid-Phase Synthesis of Polyfunctional Aromatics

Synlett

Volumn 1997, Issue 9, 1997, Pages 1084-1086

  Rottländer, Mario ^a   Knochel, Paul ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0041787954     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-1529     Document Type: Article

References (28)

1. (a) Lednicer, D.; Mitscher, L. A. Organic Chemistry of Drug Synthesis, John Wiley, 1977.
2. (a) Knochel, P.; Seebach, D. Tetrahedron Lett. 1982, 23, 3897.
3. (b) Seebach, D.; Knochel, P. Helv. Chim. Acta 1984, 67, 261.
4. Rottländer, M.; Palmer, N.; Knochel, P. Synlett 1996, 573.
5. Rottländer, M.; Knochel, P. Tetrahedron Lett. 1997, 38, 1749.
6. (a) Deshpande, M. S. Tetrahedron Lett. 1994, 35, 5631.
7. (b) Forman, F. W.; Sucholeiki, I. J. Org. Chem. 1995, 60, 523.
8. (c) Schlessinger, R. H.; Bergstrom, C. P. Tetrahedron Lett. 1996, 37, 2133.
9. (a) Frenette, R.; Friesen, R. W. Tetrahedron Lett. 1994, 35, 9177.
10. (b) Guiles, J. W.; Johnson, S. G.; Murray, W. V. J. Org. Chem. 1996, 61, 5169.
11. (c) Larhed, M.; Lindeberg, G.; Hallberg, A. Tetrahedron Lett. 1996, 37, 8219.
12. (d) Piettre, S. R., Baltzer, S. Tetrahedron Lett. 1997, 38, 1197.
13. (a) Marquais, S.; Arlt, M. Tetrahedron Lett. 1996, 37, 5491; see also (b) Marquais, S.; Cahiez, E.; Knochel, P. Synlett 1994, 849.
14. (a) Marquais, S.; Arlt, M. Tetrahedron Lett. 1996, 37, 5491; see also (b) Marquais, S.; Cahiez, E.; Knochel, P. Synlett 1994, 849.
15. (a) Balkenhohl, F.; v. d. Bussche- Hünnefeld, C.; Lansky, A.; Zechel, C. Angew. Chem. 1996, 108, 2436.
16. (b) Früchtel, J. S.; Jung, G. Angew. Chem. 1996, 108, 19.
17. (a) Supplier: Novabiochem, La Jolla, CA, USA.
18. (b) Supplier: Bachem Bioscience Inc., King of Prussia, PA, USA.
19. Sheehan, J. C.; Hess, G. P. J. Am. Chem. Soc. 1955, 77, 1067.
20. (a) Majid, T. N.; Knochel, P. Tetrahedron Lett. 1990, 31, 4413.
21. (b) Tucker, C. E.; Majid, T. N.; Knochel, P. J. Am. Chem. Soc. 1992, 114, 3983.
22. (a) Takahashi, Y.; Ito, T.; Sakai, S.; Ishii, Y. J. Chem. Soc., Chem. Commun, 1970, 1065.
23. (b) Rettig, M. F.; Maitlis, P. M. Inorg. Synth. 1977, 17, 134.
24. (a) Farina, V.; Krishnan, B. J. Am. Chem. Soc. 1991, 113, 9585.
25. (b) Farina, V.; Kapadia, S.; Krishnan, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905.
26. 1H-NMR and mass spectra.
27. The completion of this reaction was monitored by the cleavage of an aliquot of the resin.
28. Hayashi, T.; Karishi, M.; Kobori, Y.; Kumada, M.; Higuchi, T.; Hirotsu, K. J. Am. Chem. Soc. 1984, 106, 158.