Palladium-catalyzed cross-addition of triisopropylsilylacetylene to unactivated alkynes

Pure and Applied Chemistry

Volumn 80, Issue 5, 2008, Pages 1161-1166

  Tsukada, Naofumi ^a   Ninomiya, Satoshi ^a   Aoyama, Yoshimi ^a   Inoue, Yoshio ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

Alkyne; Cross addition; Dimerization; Dinuclear complex; Palladium

Indexed keywords

EID: 44649189700     PISSN: 00334545     EISSN: None     Source Type: Journal    
DOI: 10.1351/pac200880051161     Document Type: Conference Paper

References (21)

1. (a) B. M. Trost. Science 254, 1471 (1991);
2. (b) B. M. Trost. Angew. Chem., Int. Ed. Engl. 34, 259 (1995).
3. R. Ghosh, X. Zhang, P. Achord, T. J. Emge, K. Krogh-Jespersen, A. S. Goldman. J. Am. Chem. Soc. 129, 853 (2007) and refs. cited therein.
4. M. Akita, H. Yasuda, A. Nakamura. Bull. Chem. Soc. Jpn. 57, 480 (1984).
5. J. Wang, M. Kapon, J. C. Berthet, M. Ephritikhine, M. S. Eisen. Inorg. Chim. Acta 334, 183 (2002).
6. H. Katayama, H. Yari, M. Tanaka, F. Ozawa. Chem. Commun. 4336 (2005).
7. (a) B. M. Trost, C. Chan, G. Rühter. J. Am. Chem. Soc. 109, 3486 (1987);
8. (b) B. M. Trost, C.-J. Li. Synthesis 1267 (1994);
9. (c) B. M. Trost, A. E. Harms. Tetrahedron Lett. 37, 3971 (1996);
10. (d) B. M. Trost, M. T. Sorum, C. Chan, A. E. Harms, G. Rühter. J. Am. Chem. Soc. 119, 698 (1997);
11. (e) B. M. Trost, M. C. McIntosh. Tetrahedron Lett. 38, 3207 (1997).
12. See also: (f) L. Chen, C.-J. Li. Tetrahedron Lett. 45, 2771 (2004);
13. (g) T. Hirabayashi, S. Sakaguchi, Y. Ishii. Adv. Synth. Catal. 347, 872 (2005).
14. T. Katagiri, H. Tsurugi, A. Funayama, T. Satoh, M. Miura. Chem. Lett. 36, 830 (2007).
15. C. S. Yi, N. Liu. Organometallics 17, 3158 (1998).
16. Rhodium-catalyzed reaction was reported in OMCOS 14: T. Nishimura, X.-X. Guo, K. Ohnishi, T. Hayashi. Abstract P-458.
17. Preliminary results of this work have been previously reported: N. Tsukada, S. Ninomiya, Y. Aoyama, Y. Inoue. Org. Lett. 9, 2919 (2007).
18. N. Tsukada, O. Tamura, Y. Inoue. Organometallics 21, 2521 (2002).
19. (a) N. Tsukada, T. Mitsuboshi, H. Setoguchi, Y. Inoue. J. Am. Chem. Soc. 125, 12102 (2003);
20. (b) N. Tsukada, K. Murata, Y. Inoue. Tetrahedron Lett. 46, 7515 (2005);
21. (c) N. Tsukada, H. Setoguchi, T. Mitsuboshi, Y. Inoue. Chem. Lett. 35, 1164 (2006).