Rapid catalyst-free carbon-carbon bonds coupling reaction under ambient conditions and ultrasonic irradiation

Journal of Chemical Research

Volumn , Issue 11, 2007, Pages 617-618

  Shi, Qinghong ^a  

^a ZHEJIANG GONGSHANG UNIVERSITY   (China)

Author keywords

Coupling reaction; Hypervalent iodine compounds; Sodium tetraphenylborate; Ultrasound

Indexed keywords

EID: 38849086858     PISSN: 03082342     EISSN: None     Source Type: Journal    
DOI: 10.3184/030823407X256109     Document Type: Article

References (31)

1. For recent reviews see: (a) J. Hassen, M. Sevignon, C. Gozzi, E. Schulz and M. Lemaire, Chem. Rev., 2002, 102, 1359;
2. (b) S. Kotha, K. Lahiri and D. Kashinath, Tetrahedron, 2002, 58, 9633;
3. (c) A. Suzuki, J. Organomet. Chem., 1999, 576, 147;
4. (d) N. Miyaura and A. Suzuki, Chem. Rev., 1995, 95, 2457.
5. (a) N.B. Leadbeater and M. Marco, Angew, Chem., Int. Ed Engl., 2003, 42, 1407;
6. (b) N.B. Leadbeater and M. Marco, J. Org. Chem., 2003, 68, 5660.
7. (a) A. Varvoglis, Hypervalent Iodine in Organic Synthesis; Academic Press: London, 1997;
8. A. Varvoglis, Tetrahedron, 1997, 53, 1179;
9. (b) P.J. Stang and V.V. Zhdankin, Chem. Rev., 1996, 96, 1123;
10. (c) V.V. Zhdankin and P.J. Stang, Chem. Rev., 2002, 102, 2523;
11. (d) S.-K. Kang, H.-W. Lee, S.-B. Jang and R-S. Ho, J. Org. Chem., 1996, 61, 4720;
12. (e) S.-K. Kang, Y. Yamagushi, T.-H. Kim and P.-S. Ho, J. Org. Chem., 1996, 61, 9082;
13. (f) N.A. Bumagin, E.V. Luzikova, L.I. Sukhomlinova, T.P. Tolstaya and I.P. Beletskaya, Russ. Chem. Bull., 1995, 44, 385;
14. (g) S.-K. Kang, K.-Y. Jung, C.-H. Park and S.-B. Jang, Tetrahedron Lett., 1995, 36, 8047;
15. (h) R.M. Moriarty, W.R. Epa and A.K. Awashti, J. Am. Chem. Soc., 1991, 113, 6315;
16. (i) R.M. Moriarty and W.R. Epa, Tetrahedron Lett., 1992, 33, 4095;
17. (j) R.J. Hinkle, G.T. Poulter and P.J. Stang, J. Am. Chem. Soc., 1993, 115, 11626.
18. J. Yan, Z.S. Zhou and M. Zhu, Tetrahedron Lett., 2005, 47, 8173.
19. J. Yan, M. Zhu and Z.S. Zhou, Eur. J. Org. Chem., 2006, 9, 2060.
20. J. Yan, W.X. Hu and G.W. Rao, Synthesis, 2006, 943.
21. (a) O. Neiland and B. Karek, J. Org. Chem. USSR (Engl. Trans.) 1970, 6, 889;
22. (b) G. F. Koser and R.H. Wettach, J. Org. Chem., 1977, 42, 1476.
23. K.H. Pausacker, J. Chem. Soc., 1953, 107.
24. V.V. Zhdankin, M.C. Scheuller and P.J. Stang, Tetrahedron Lett., 1993, 34, 6853.
25. H. Saltzman and J.G. Sharefkin, Org. Syn., 1963, 43, 60;
26. Organic Syntheses; Wiley: New York, 1973; Collect. Vol. V, p658.
27. G.P. Baker, F.G. Mann, N. Shepperd and A.J. Tetlow, J. Chem. Soc., 1965, 3721.
28. P.M. Beringer, M. Drexler, E.M. Gindler and C.C. Lumpkin, J. Am. Chem. Soc., 1953, 2705.
29. M. Ochiai, K. Sumi, Y. Takaoka, Y. Nagao, M. Shiro and E. Fujita, Tetrahedron, 1988, 44, 4095.
30. S. Budavari, M.J. O'Nell, A. Smith and P.E. Hevkelman, In The Merck Index, 11th edn; Merck and Co., Inc., Rahway, NJ, 1989; p3314.
31. P.G. Gassmann, J.T. Lumb and F.V. Zalar, J. Am. Chem. Soc., 1967, 89, 946.