Generation of arynes triggered by sulfoxidemetal exchange reaction of ortho-sulfinylaryl triflates

Chemistry Letters

Volumn 43, Issue 1, 2014, Pages 116-118

  Yoshida, Suguru ^a   Uchida, Keisuke ^a   Hosoya, Takamitsu ^a  

^a TOKYO MEDICAL AND DENTAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84891772760     PISSN: 03667022     EISSN: 13480715     Source Type: Journal    
DOI: 10.1246/cl.130899     Document Type: Article

References (43)

1. Dehydrobenzene and Cycloalkynes, ed. by R. W. Hoffmann, Academic Press, New York, 1967
2. S. Kessar, in Comprehensive Organic Synthesis, ed. by B. M. Trost, I. Fleming, Pergamon Press, Oxford, 1991, Vol. 4, Chap. 2.3. doi:10.1016/B978-0-08- 052349- 1.00101-3
3. H. Hart, in The Chemistry of Triple-Bonded Functional Groups in PATAI'S Chemistry of Functional Groups, ed. by S. Patai, Wiley, Chichester, 1994, Chap. 18. doi:10.1002/0470024771.ch18
4. D. Peña, D. Pérez, E. Guitián, Angew. Chem., Int. Ed. 2006, 45, 3579
5. R. Sanz, Org. Prep. Proced. Int. 2008, 40, 215
6. C. Wentrup, Aust. J. Chem. 2010, 63, 979
7. T. Kitamura, Aust. J. Chem. 2010, 63, 987
8. H. Yoshida, K. Takaki, Heterocycles 2012, 85, 1333.
9. H. Yoshida, K. Takaki, Synlett 2012, 23, 1725
10. S. S. Bhojgude, A. T. Biju, Angew. Chem., Int. Ed. 2012, 51, 1520
11. A. Bhunia, S. R. Yetra, A. T. Biju, Chem. Soc. Rev. 2012, 41, 3140
12. C. Wu, F. Shi, Asian J. Org. Chem. 2013, 2, 116
13. A. V. Dubrovskiy, N. A. Markina, R. C. Larock, Org. Biomol. Chem. 2013, 11, 191
14. R. W. Hoffmann, K. Suzuki, Angew. Chem., Int. Ed. 2013, 52, 2655
15. A. B. Smith, III, W.-S. Kim, Proc. Natl. Acad. Sci. U.S.A. 2011, 108, 6787
16. K. M. Allan, C. D. Gilmore, B. M. Stoltz, Angew. Chem., Int. Ed. 2011, 50, 4488
17. T. Ikawa, T. Nishiyama, T. Shigeta, S. Mohri, S. Morita, S.-I. Takayanagi, Y. Terauchi, Y. Morikawa, A. Takagi, Y. Ishikawa, S. Fujii, Y. Kita, S. Akai, Angew. Chem., Int. Ed. 2011, 50, 5674
18. T. Hamura, Y. Chuda, Y. Nakatsuji, K. Suzuki, Angew. Chem., Int. Ed. 2012, 51, 3368
19. S. M. Bronner, J. L. Mackey, K. N. Houk, N. K. Garg, J. Am. Chem. Soc. 2012, 134, 13966.
20. D. A. Candito, D. Dobrovolsky, M. Lautens, J. Am. Chem. Soc. 2012, 134, 15572
21. A. E. Goetz, N. K. Garg, Nat. Chem. 2013, 5, 54
22. H. Yoshida, R. Yoshida, K. Takaki, Angew. Chem., Int. Ed. 2013, 52, 8629
23. S. Yoshida, T. Hosoya, Chem. Lett. 2013, 42, 583
24. R. A. Dhokale, S. B. Mhaske, Org. Lett. 2013, 15, 2218
25. D. Niu, P. H. Willoughby, B. P. Woods, B. Baire, T. R. Hoye, Nature 2013, 501, 531
26. C. M. Gampe, E. M. Carreira, Angew. Chem., Int. Ed. 2012, 51, 3766
27. P. M. Tadross, B. M. Stoltz, Chem. Rev. 2012, 112, 3550
28. M. Stiles, R. G. Miller, J. Am. Chem. Soc. 1960, 82, 3802
29. L. Friedman, F. M. Logullo, J. Am. Chem. Soc. 1963, 85, 1549
30. G. Wittig, R. W. Hoffmann, Org. Synth. 1967, 47, 4
31. C. D. Campbell, C. W. Rees, J. Chem. Soc. C 1969, 742
32. F. M. Logullo, A. H. Seitz, L. Friedman, Org. Synth. 1968, 48, 12.
33. Y. Himeshima, T. Sonoda, H. Kobayashi, Chem. Lett. 1983, 1211
34. T. Matsumoto, T. Hosoya, M. Katsuki, K. Suzuki, Tetrahedron Lett. 1991, 32, 6735
35. T. Kitamura, M. Yamane, J. Chem. Soc., Chem. Commun. 1995, 983
36. I. Sapountzis, W. Lin, M. Fischer, P. Knochel, Angew. Chem., Int. Ed. 2004, 43, 4364
37. T. R. Hoye, B. Baire, D. Niu, P. H. Willoughby, B. P. Woods, Nature 2012, 490, 208
38. Y. Sumida, T. Kato, T. Hosoya, Org. Lett. 2013, 15, 2806
39. N. Furukawa, T. Shibutani, H. Fujihara, Tetrahedron Lett. 1987, 28, 2727.
40. S. M. Bronner, N. K. Garg, J. Org. Chem. 2009, 74, 8842.
41. M. Balasubramanian, V. Baliah, J. Chem. Soc. 1954, 1844.
42. A. Krasovskiy, V. Krasovskaya, P. Knochel, Angew. Chem., Int. Ed. 2006, 45, 2958
43. C. B. Rauhut, L. Melzig, P. Knochel, Org. Lett. 2008, 10, 3891.