Palladium-catalyzed oxidative cross-coupling of 2-phenylphenols with alkenes

Chemistry Letters

Volumn , Issue 11, 1997, Pages 1103-1104

  Miura, Masahiro ^a   Tsuda, Takatoshi ^a   Satoh, Tetsuya ^a   Nomura, Masakatsu ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0031314841     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1997.1103     Document Type: Article

References (16)

1. A. J. Canty, in "Comprehensive Organometallic Chemistry II," ed by E. W. Abel, F. G. A. Stone, and G. Wilkinson, Pergamon, Oxford (1995), Vol. 9, Chap. 5, p. 225.
2. J. Tsuji, "Palladium Reagents and Catalysts," Wiley, Chichester (1995), pp. 87-94.
3. a) K. Itoh, M. Miura, and M. Nomura, Tetrahedron Lett. 33, 5369 (1992);
4. b) T. Satoh, K. Kokubo, M. Miura, and M. Nomura, Organometallics, 13, 4431 (1994);
5. c) T. Satoh, T. Itaya, M. Miura, and M. Nomura, Chem. Lett., 1996, 823;
6. d) T. Satoh, T. Tsuda, Y. Kushino, M. Miura, and M. Nomura, J. Org. Chem., 61, 6476 (1996);
7. e) T. Satoh, M. Ikeda, M. Miura, and M. Nomura, J. Mol. Catal. A: Chemical, 111, 25 (1996);
8. f) T. Satoh, M. Ikeda, Y. Kushino, M. Miura, and M. Nomura, J. Org. Chem., 62, 2662 (1997).
9. Palladium-catalyzed reaction of aromatic compounds with alkenes which does not involve orthopalladation: Y. Fujiwara, T. Jintoku, K. Takaki, CHEMTECH, 1990, 636; Ref. 2, pp. 55-59.
10. c catalysts have been successfully developed: a) F. Kakiuchi, S. Sekine, Y. Tanaka, A. Kamatani, M. Sonoda, N. Chatani, and S. Murai, Bull. Chem. Soc. Jpn., 68, 62 (1995);
11. b) N. Chatani, Y. Ie, F. Kakiuchi, and S. Murai, J. Org. Chem., 62, 2604 (1997);
12. c) Y.-G. Lim, J.-B. Kang, and Y. H. Kim. J. Chem. Soc., Perkin Trans. 1, 1996, 2201, and references therein.
13. 16O: 272.1201.
14. C. Banzatti, U. Branzoli, P. P. Lovisolo, P. Melloni, G. Orsini, and P. Salvadori, Arzneim.-Forsch., 34, 864 (1984); Chem. Abstr., 101, 222438s (1984).
15. C. Banzatti, U. Branzoli, P. P. Lovisolo, P. Melloni, G. Orsini, and P. Salvadori, Arzneim.-Forsch., 34, 864 (1984); Chem. Abstr., 101, 222438s (1984).
16. It can not be, however, excluded the possibility of participation of an alternative mechanism where the formal oxidation state of Pd(II) remains constant during the reaction, which has been proposed for the Wacker-type oxidative cyclization of 2-allylphenols: T. Hosokawa and S.-I. Murahashi, Acc. Chem. Res., 23, 49 (1990).