Preparation of nonsymmetrically substituted stilbenes in a one-pot two-step Heck strategy using ethene as a reagent

Journal of Organic Chemistry

Volumn 73, Issue 10, 2008, Pages 3854-3858

  Kormos, Chad M ^a   Leadbeater, Nicholas E ^a  

^a UNIVERSITY OF CONNECTICUT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

MICROWAVE DEVICES; REACTION KINETICS; STOICHIOMETRY; STYRENE; SUBSTITUTION REACTIONS;

ALKENE COUPLING PARTNERS; ARYL HALIDES; GASEOUS REAGENTS; LOADING VESSELS; STOICHIOMETRIC RATIO;

ETHYLENE;

ETHYLENE; IODOBENZENE; PALLADIUM; REAGENT; STILBENE DERIVATIVE; STYRENE;

ARTICLE; CATALYST; CHEMICAL STRUCTURE; HECK REACTION; MICROWAVE IRRADIATION; ONE POT SYNTHESIS; REPRODUCIBILITY; STOICHIOMETRY;

CATALYSIS; ETHYLENES; HYDROCARBONS, HALOGENATED; MOLECULAR STRUCTURE; PALLADIUM; STEREOISOMERISM; STILBENES;

EID: 43449134102     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo800235c     Document Type: Article

References (23)

1. Heck, R. F.; Nolley, J. P. J. Org. Chem. 1972, 37, 2320-2322.
2. Mizoroki, T.; Mori, K.; Ozaki, A. Bull. Chem. Soc. Jpn. 1971, 44, 581-581.
3. Whitcome, N. J.; Hii, K. K.; Gibson, S. E. Tetrahedron 2001, 57, 7449-7476.
4. Cabri, W.; Candiani, I. Acc. Chem. Res. 1995, 28, 2-7.
5. de Meijere, A.; Meyer, F. E. Angew. Chem., Int. Ed. Engl. 1994, 33, 2379-2411.
6. Beletskaya, I. P.; Cheprakov, A. V. Chem. Rev. 2000, 100, 3009-3066.
7. Crisp, G. T. Chem. Soc. Rev. 1998, 27, 427-436.
8. Dounay, A. B.; Overman, L. E. Chem. Rev. 2003, 103, 2945-2963.
9. Arisawa, M. Chem. Pharm. Bull. 2007, 55, 1099-1118.
10. de Vries, J. G. Can. J. Chem. 2001, 79, 1086-1092.
11. Koopmans, C.; Iannelli, M.; Kerep, P.; Klink, M.; Schmitz, S.; Sinnwell, S.; Ritter, H. Tetrahedron 2006, 62, 4709-4714.
12. Ferré-Filmon, K.; Delaude, L.; Demonceau, A.; Noels, A. F. Coord. Chem. Rev. 2004, 248, 2323-2336.
13. Jeffery, T.; Ferber, B. Tetrahedron Lett. 2003, 44, 193-197.
14. Gordillo, A.; de Jesús, E.; López-Mardomingo, C. Chem. Commun. 2007, 4056-4058.
15. Arvela, R. K.; Leadbeater, N. E. J. Org. Chem. 2005, 70, 1786-1790.
16. Leadbeater, N. E.; Williams, V. A.; Barnard, T. M.; Collins, M. J. Synlett 2006, 47, 2953-2958.
17. Kormos, C. M.; Leadbeater, N. E. Synlett 2007, 2006-2010.
18. Kormos, C. M.; Leadbeater, N. E. Org. Biomol. Chem. 2007, 65-68.
19. Kormos, C. M.; Leadbeater, N. E. Synlett 2006, 1663-1666.
20. Herrmann, W. A.; Bohm, V. P. W.; Reisinger, C. P. J. Organomet. Chem. 1999, 576, 23-41.
21. Bohm, V. P. W.; Herrmann, W. A. Chem. Eur. J. 2001, 7, 4191-4197.
22. Herrmann, W. A.; Brossmer, C.; Reisinger, C. P.; Priermeier, T.; Ofele, K.; Beller, M. Chem. Eur. J. 1997, 3, 1357-1364.
23. Herrmann, W. A.; Brossmer, C.; Ofele, K.; Reisinger, C. P.; Priermeier, T.; Beller, M.; Fischer, H. Angew. Chem., Int. Ed. 1995, 34, 1844-1848.