Rapid microwave-promoted catalyst- and solvent-free suzuki-type coupling reaction

Synthetic Communications

Volumn 36, Issue 15, 2006, Pages 2097-2102

  Yan, Jie ^a   Hu, Weixiao ^a   Zhou, Wei ^a  

^a ZHEJIANG UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

Iodonium salt; Microwave irradiation; Sodium tetraphenylborate; Suzuki reaction

Indexed keywords

CARBON; DIPHENYLIODONIUM SALT; SOLVENT; TETRAPHENYLBORON;

ARTICLE; CATALYST; CHEMICAL BINDING; CHEMICAL REACTION KINETICS; MICROWAVE RADIATION; PRODUCT RECOVERY; STRUCTURE ACTIVITY RELATION; SUZUKI REACTION; SYNTHESIS;

EID: 33745331088     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910600636477     Document Type: Article

References (30)

1. For recent reviews see (a) Hassen, J.; Sevignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359-1470;
2. (b) Kotha, S.; Lahiri, K.; Kashinath, D. Tetrahedron 2002, 58, 9633-9695;
3. (c) Suzuki, A. J. Organomet. Chem. 1999, 576, 147-168;
4. (d) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457-2483.
5. (a) Leadbeater, N. E.; Marco, M. Angew, Chem., Int. Ed. Engl. 2003, 42, 1407-1409;
6. (b) Leadbeater, N. E.; Marco, M. J. Org. Chem. 2003, 68, 5660-5667.
7. (a) Varvoglis, A. Hypervalent Iodine in Organic Synthesis; Academic Press: London, 1997;
8. (b) Varvoglis, A. Tetrahedron 1997, 53, 1179-1255;
9. (c) Stang, P. J.; Zhdankin, V. V. Chem. Rev. 1996, 96, 1123-1178;
10. (d) Zhdankin, V. V.; Stang, P. J. Chem. Rev. 2002, 102, 2523-2584;
11. (e) Wirth, T.; Hirt, U. H. Synthesis 1999, 1271-1287;
12. (f) Kirschning, A. Eur. J. Org. Chem. 1998, 11, 2267-2274;
13. (g) Ochiai, M. In Chemistry of Hypervalent Compounds; Akibe, K. Ed.; VCH Publishers: New York, 1999; Chap. 13, pp. 359-387;
14. (h) Ochiai, M. J. Organomet. Chem. 2000, 611, 494-508;
15. (i) Okuyama, T. Acc. Chem. Res. 2002, 35, 12-18;
16. (j) Zhdankin, V. V.; Stang, P. J. Tetrahedron 1998, 54, 10927-10966;
17. (k) Grushin, V. V. Chem. Soc. Rev. 2000, 29, 315-324.
18. (a) Kang, S.-K.; Lee, H.-W.; Jang, S.-B.; Ho, P.-S. J. Org. Chem. 1996, 61, 4720-4724;
19. (b) Kang, S.-K.; Yamagushi, Y.; Kim, T.-H.; Ho, P.-S. J. Org. Chem. 1996, 61, 9082-9083;
20. (c) Bumagin, N. A.; Luzikova, E. V.; Sukhomlinova, L. I.; Tolstaya, T. P.; Beletskaya, I. P. Russ. Chem. Bull. 1995, 44, 385-387;
21. (d) Kang, S.-K.; Jung, K.-Y.; Park, C.-H.; Jang, S.-B. Tetrahedron Lett. 1995, 36, 8047-8050;
22. (e) Moriarty, R. M.; Epa, W. R.; Awashti, A. K. J. Am. Chem. Soc. 1991, 113, 6315-6317;
23. (f) Moriarty, R. M.; Epa, W. R. Tetrahedron Lett. 1992, 33, 4095-4098;
24. (g) Hinkle, R. J.; Poulter, G. T.; Stang, P. J. J. Am. Chem. Soc. 1993, 115, 11626-11627.
25. Beringer, F. M.; Drexler, M.; Gindler, E. M.; Lumpkin, C. C. J. Am. Chem. Soc. 1953, 2705-2708.
26. Beringer, F. M.; Drexler, M.; Gindler, E. M.; Lumpkin, C. C. J. Am. Chem. Soc. 1959, 3421-3423.
27. Margida, A. J.; Koser, G. F. J. Org. Chem. 1984, 49, 3643-3646.
28. Budavari, S.; O'Nell, M. J.; Smith, A.; Hevkelman, P. E. In The Merck Index, 11th ed., Merck and Co., Inc: Rahway, N.J., 1989; p. 3314.
29. Beilstein. Handbuch der Organischen Chemie, 4th ed.; Vol. 5. p. 580, p. 582, p. 597;
30. Handbuch der Organischen Chemie, 4th ed.; Vol. 6, p. 674.