Case study: Sequential Pd-catalyzed cross-coupling reactions; challenges on scale-up

Topics in Organometallic Chemistry

Volumn 42, Issue , 2012, Pages 103-116

  Houpis, Ioannis N ^a  

^a JANSSEN RESEARCH FOUNDATION   (Belgium)

Author keywords

Heterogeneous palladium Suzuki coupling; Hydroalumination; Palladium removal methods; Sonogashira reaction; Trisubstituted olefin synthesis

Indexed keywords

EID: 84867062523     PISSN: 14366002     EISSN: None     Source Type: Book Series    
DOI: 10.1007/3418-2011-26     Document Type: Article

References (30)

1. Heck RF (1982) Organic Reactions, 27, pp 345-390
2. Braese S, De Meijere A (2002) In: Negishi E-i (ed) Handbook of organopalladium chemistry for organic synthesis, vol 1. Negishi E-i, West Lafayette, IN, USA
3. Negishi E-i (2002) Handbook of organopalladium chemistry for organic synthesis, vol 21.
4. Negishi E-i, West Lafayette, IN, USA, pp 863-942
5. Suzuki A (2011) Angew Chem Int Ed 50:2
6. Knowles WS (2003) Adv Synth Catal 345:3
7. Grubbs RH (2007) Adv Synth Catal 349:34
8. Schrock RR (2007) Adv Synth Catal 349:41
9. Sonogashira K (1998) Metal-catalyzed reactions. Wiley-VCH, New York, pp 203-229
10. Gorin DJ, Sherry BD, Toste FD (2008) Chem Rev 108:3351
11. Arcadi A (2008) Chem Rev 108:3266
12. Seregin IV, Gevorgyan V (2006) J Am Chem Soc 128:12050
13. Seregin IV, Schemmel AW, Gevorgyan V (2008) Tetrahedron 64:6876
14. Fuerstner A, Davis PW (2007) Angew Chem Int Ed 107:3180
15. Zhang L, Sun J, Kozmin SA (2006) Adv Synth Catal 348:2271
16. Magano J, Dunetz HR (2011) Chem Rev 111:2177
17. Huang Z, Negishi E (2007) J Am Chem Soc 129:14788
18. Langille NF, Jamison TF (2006) Org Lett 8:3761
19. Yin N, Wang G, Qian M, Negishi E (2006) Angew Chem Int Ed 45:2916
20. Reiser O (2006) Angew Chem Int Ed 45:2838
21. Hoveyda AH, Evans DA, Fu GC (1993) Chem Rev 93:1307
22. Houpis IN, Schilds D, Nettekoven U, Schnyder A, Bappert E, Weerts K, Canters M, Vermuelen W (2009) Org Proc Res Dev 2009:13
23. Lipshutz BH, Blomgren PA (1999) J Am Chem Soc 121:5819
24. Eichen K, Gebhart J, Rack M, Schafer P (1997) Int Patent WO 97/733846
25. Klapars A, Buchwald SL (2002) J Am Chem Soc 124:14844
26. Li J-H, Liang Y, Wang D-P, Liu W-J, Xie Y-X, Yin D-L (2005) J Org Chem 70:2832 and reference 4d therein
27. Hundermark T, Litke AF, Buchwald SL, Fu CG (2000) Org Lett 2:1729
28. Yang C, Nolan SP (2002) Organometallics 21:1020
29. Houpis IN, Choi W-B, Reider PJ, Molina CAH, Lynch J, Volante RP (1994) Tetrahedron Lett :9355
30. Corey EJ, Katzenellenbogen JA, Gilman NW, Roman SA, Erickson BW (1968) J Am Chem Soc 90:5618