Synthesis of 2-aryl-3-fluoro-5-silylthiophenes via a cascade reactive sequence

Organic Letters

Volumn 15, Issue 6, 2013, Pages 1226-1229

  Hirotaki, Kensuke ^a   Hanamoto, Takeshi ^a  

^a SAGA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BROMINATED HYDROCARBON; FLUORINATED HYDROCARBON; SILANE DERIVATIVE; SULFIDE; THIOL DERIVATIVE; THIOPHENE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

CATALYSIS; HYDROCARBONS, BROMINATED; HYDROCARBONS, FLUORINATED; MOLECULAR STRUCTURE; SILANES; STEREOISOMERISM; SULFHYDRYL COMPOUNDS; SULFIDES; THIOPHENES;

EID: 84875190820     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol400141y     Document Type: Article

References (39)

1. Mishra, R.; Jha, K. K.; Kumar, S.; Tomer, I. Pharma Chem. 2011, 3, 38
2. Puterová, Z.; Krutosiková, A.; Végh, D. ARKIVOC 2010, (i), 209
3. Bheeter, C. B.; Bera, J. K.; Doucet, H. J. Org. Chem. 2011, 76, 6407
4. Heyde, C.; Zug, I.; Hartmann, H. Eur. J. Org. Chem. 2000, 3273
5. Kirk, K. L. Org. Process Res. Dev. 2008, 12, 305
6. Purser, S.; Moore, P. R.; Swallow, S.; Gouverneur, V. Chem. Soc. Rev. 2008, 37, 320
7. Müller, K.; Faeh, C.; Diederich, F. Science 2007, 317, 1881
8. Isanbor, C.; O'Hagan, D. J. Fluorine Chem. 2006, 127, 303
9. Serdyuk, O. V.; Abaev, V. T.; Butin, A. V.; Nenajdenko, V. G. Synthesis 2011, 2505
10. Pomerantz, M.; Turkman, N. Synthesis 2008, 2333
11. Dvornikova, E.; Bechcicka, M.; Kamienska-Trela, K.; Krowczynski, A. J. Fluorine Chem. 2003, 124, 159
12. Ichikawa, J.; Wada, Y.; Fujiwara, M.; Sakoda, K. Synthesis 2002, 1917
13. Andrés, D. F.; Laurent, E. G.; Marquet, B. S. Tetrahedron Lett. 1997, 38, 1049
14. Burger, K.; Helmreich, B.; Jendrewski, O. J. Fluorine Chem. 1994, 66, 13
15. Kasai, N.; Maeda, R.; Furuno, H.; Hanamoto, T. Synthesis 2012, 44, 3489
16. Maeda, R.; Ishibashi, R.; Kamaishi, R.; Hirotaki, K.; Furuno, H.; Hanamoto, T. Org. Lett. 2011, 13, 6240
17. Hirotaki, K.; Hanamoto, T. J. Org. Chem. 2011, 76, 8564
18. Maeda, R.; Ooyama, K.; Anno, R.; Shiosaki, M.; Azema, T.; Hanamoto, T. Org. Lett. 2010, 12, 2548
19. Shiosaki, M.; Unno, M.; Hanamoto, T. J. Org. Chem. 2010, 75, 8326
20. Hanamoto, T.; Yamada, K. J. Org. Chem. 2009, 74, 7559
21. Hanamoto, T.; Anno, R.; Yamada, K.; Ryu, K.; Maeda, R.; Aoi, K.; Furuno, H. Tetrahedron 2009, 65, 2757
22. Fuchibe, K.; Takahashi, M.; Ichikawa, J. Angew. Chem., Int. Ed. 2012, 51, 12059
23. Ichikawa, J.; Fukui, H.; Ishibashi, Y. J. Org. Chem. 2003, 68, 7800
24. D. Bonnet-Delpon, J. P.; Rock, M. H. J. Chem. Soc., Perkin Trans. 1 1996, 1409
25. Kitazume, T.; Ohnogi, T.; Miyauchi, H.; Yamazaki, T. J. Org. Chem. 1989, 54, 5630
26. Fuchikami, T.; Shibata, Y.; Suzuki, Y. Tetrahedron Lett. 1986, 27, 3173
27. Jiang, B.; Zhang, F.; Xiong, W. Chem. Commun. 2003, 536
28. Oh, K.; Fuchibe, K.; Ichikawa, J. Synthesis 2011, 881
29. Yokota, M.; Fuchibe, K.; Ueda, M.; Mayumi, Y.; Ichikawa, J. Org. Lett. 2009, 11, 3994
30. Mae, M.; Hong, J. A.; Xu, B.; Hammond, G. B. Org. Lett. 2006, 8, 479
31. Hammond, G. B. J. Fluorine Chem. 2006, 127, 476
32. Shen, Q.; Chen, C.-H.; Hammond, G. B. J. Fluorine Chem. 2002, 117, 131
33. Shen, Q.; Hammond, G. B. Org. Lett. 2001, 3, 2213
34. Wang, Z. G.; Hammond, G. B. J. Org. Chem. 2000, 65, 6547
35. Shi, G.; Xu, Y. J. Fluorine Chem. 1989, 44, 161
36. Xu, Y.-Y.; Jin, F.-Q.; Huang, W-y J. Fluorine Chem. 1995, 70, 5
37. Biellmann, J.-F.; Ducep, J.-B. Org. React. 1982, 27, 1
38. Arimitsu, S.; Jacobsen, J. M.; Hammond, G. B. J. Org. Chem. 2008, 73, 2886
39. Sham, H. L.; Betebenner, D. A. Chem. Commun. 1991, 1134