A straightforward access to photochromic diarylethene derivatives viapalladium-catalysed direct heteroarylation of 1,2-dichloroperfluorocyclopentene

Chemical Communications

Volumn 48, Issue 98, 2012, Pages 11951-11953

  Beydoun, Kassem ^a   Roger, Julien ^a   Boixel, Julien ^a   Bozec, Hubert Le ^a   Guerchais, Véronique ^a   Doucet, Henri ^a  

^a INSTITUT DES SCIENCES CHIMIQUES DE RENNES   (France)

Author keywords

[No Author keywords available]

Indexed keywords

1,2 DI(HETEROARYL)PERFLUOROCYCLOPENTENE; 1,2-DICHLOROPERFLUOROCYCLOPENTENE; CYCLOPENTENE DERIVATIVE; FURAN DERIVATIVE; PALLADIUM; THIAZOLE DERIVATIVE; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ARYLATION; CATALYSIS; CHEMICAL REACTION; DIRECT HETEROARYLATION; SYNTHESIS;

EID: 84870020628     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c2cc37046h     Document Type: Article

References (36)

1. D. Alberico, M. E. Scott, M. Lautens, Chem. Rev., 2007, 107, 174.
2. T. Satoh, M. Miura, Chem. Lett., 2007, 200.
3. B.-J. Li, S.-D. Yang, Z.-J. Shi, Synlett, 2008, 949.
4. F. Bellina, R. Rossi, Tetrahedron, 2009, 65, 10269.
5. L. Ackermann, R. Vicente, A. Kapdi, Angew. Chem., Int. Ed., 2009, 48, 9792.
6. C. Fischmeister, H. Doucet, Green Chem., 2011, 13, 741.
7. L. Chen, J. Roger, C. bruneau, P. H. Dixneuf, H. Doucet, Chem. Commun., 2011, 47, 1872.
8. M. Baloch, R. J. Roy, D. Roy, K. Beydoun, H. Doucet, RSC Adv., 2011, 1, 1527.
9. K. Beydoun, M. Zaarour, J. A. G. Williams, H. Doucet, V. Guerchais, Chem. Commun., 2012, 48, 1260.
10. A. Ohta, Y. Akita, T. Ohkuwa, M. Chiba, R. Fukunaga, A. Miyafuji, T. Nakata, N. Tani, Y. Aoyagi, Heterocycles, 1990, 31, 1951.
11. S. Pivsa-Art, T. Satoh, Y. Kawamura, M. Miura, M. Nomura, Bull. Chem. Soc. Jpn., 1998, 71, 467.
12. L. Lavenot, C. Gozzi, K. Ilg, I. Orlova, V. Penalva, M. Lemaire, J. Organomet. Chem., 1998, 567, 49.
13. B. Glover, K. A. Harvey, B. Liu, M. J. Sharp, M. F. Tymoschenko, Org. Lett., 2003, 5, 301.
14. K. Masui, A. Mori, K. Okano, K. Takamura, M. Kinoshita, T. Ikeda, Org. Lett., 2004, 6, 2011.
15. M. Nakano, H. Tsurugi, T. Satoh, M. Miura, Org. Lett., 2008, 10, 1851.
16. S. Yanagisawa, K. Ueda, H. Sekizawa, K. Itami, J. Am. Chem. Soc., 2009, 131, 14622.
17. B. Liegault, D. Lapointe, L. Caron, A. Vlassova, K. Fagnou, J. Org. Chem., 2009, 7, 1826.
18. J. J. Dong, J. Roger, C. Verrier, T. Martin, R. Le Goff, C. Hoarau, H. Doucet, Green Chem., 2010, 12, 2053.
19. H. Kamiya, S. Yanagisawa, S. Hiroto, K. Itami, H. Shinokubo, Org. Lett., 2011, 13, 6394.
20. K. Beydoun, J. Boixel, V. Guerchais, H. Doucet, Catal. Sci. Technol., 2012, 2, 1242.
21. A. L. Gottumukkala, F. Derridj, S. Djebbar, H. Doucet, Tetrahedron Lett., 2008, 49, 2926.
22. C. Verrier, C. Hoarau, F. Marsais, Org. Biomol. Chem., 2009, 7, 647.
23. F. Besselievre, S. Lebrequier, F. Mahuteau-Betzer, S. Pigel, Synthesis, 2009, 3511.
24. S. Sahnoun, S. Messaoudi, J.-D. Brion, M. Alami, Eur. J. Org. Chem., 2010, 6097.
25. R. Vabre, F. Chevot, M. Legraverend, S. Pigel, J. Org. Chem., 2011, 76, 9542.
26. M. Irie, Chem. Rev., 2000, 100, 1685.
27. V. Guerchais, L. Ordronneau, H. Le Bozec, Coord. Chem. Rev., 2010, 254, 2533.
28. K. Uchida, M. Irie, Chem. Lett., 1995, 969.
29. K. Uchida, T. Matsuoka, S. Kobatake, T. Yamaguchi, M. Irie, Tetrahedron, 2001, 4559.
30. K. Matsuda, H. Yamaguchi, T. Sakano, M. Ikeda, N. Tanifuji, M. Irie, J. Phys. Chem. C, 2008, 17005.
31. T. Fukaminato, M. Tanaka, L. Kuroki, M. Irie, Chem. Commun., 2008, 3924.
32. S. Iwata, Y. Ishihara, C.-P. Qian, K. Tanaka, J. Org. Chem., 1992, 57, 3726.
33. M. Giraud, A. Léaustic, M.-F. Charlot, P. Yu, M. Césario, C. Philouze, R. Pansu, K. Nakatani, E. Ishow, New J. Chem., 2005, 29, 439.
34. S. Hiroto, K. Suzuki, H. Kamiya, H. Shinokubo, Chem. Commun., 2011, 47, 7149.
35. K. Beydoun, H. Doucet, ChemSusChem, 2011, 4, 526.
36. K. Watanabe, N. Yamagiwa, Y. Torisawa, Org. Process Res. Dev., 2007, 11, 251.