A facile and direct synthesis of isoquinolone derivatives from allenes: Intramolecular carbopalladation of allenes followed by amidations

Heterocycles

Volumn 59, Issue 2, 2003, Pages 453-457

  Watanabe, Kazuhiro ^a   Hiroi, Kunio ^a  

^a TOHOKU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2 IODOBENZAMIDE DERIVATIVE; ALLENE DERIVATIVE; IODOBENZENE; ISOQUINOLINE DERIVATIVE; PALLADIUM COMPLEX; QUINOLONE DERIVATIVE; UNCLASSIFIED DRUG;

AMIDATION; ARTICLE; CARBOPALLADATION; CATALYSIS; CHEMICAL REACTION; CYCLIZATION; METAL BINDING; MOLECULAR DYNAMICS; PRODUCT RECOVERY; REACTION ANALYSIS; SYNTHESIS;

EID: 0037346018     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-02-s53     Document Type: Article

References (15)

1. J. P. Collman, L.S. Hegedus, J.R. Norton, and R.G. Finke, Principles and Application of Organotransition Metal Chemistry, University Science Books: Mill Valley, Ca, 1987.
2. J. Tsuji, Palladium Reagents and Catalysts-Innovations in Organic Synthesis, John Wiley & Sons Ltd., 1995.
3. L.S. Hegedus, In Comprehensive Organic Synthesis, ed. by B.M. Trost and I. Fleming, Pergamon Press, Oxford, 1990, Vol. 4, p. 571.
4. K. Takahashi, A. Miyake, and G. Hata, Chem. & Ind. (London), 1972, 1183.
5. R. Baker and R.J. Popplestone, Tetrahedron Lett., 1978, 3575.
6. O.S. Andell, J.E. Backvall, and C. Moberg, Acta Chem. Scand., 1986, B40, 184.
7. M. Ahmar, B. Cazes, and J. Gore, Tetrahedron Lett., 1984, 25, 4505; B. Friess and J. Gore, Tetrahedron Lett., 1988, 33, 4089; M. Ahamar, J.J. Barieux, B. Cazes, and J. Gore, Tetrahedron, 1987, 43, 513; N. Chaptal, V. Colovray-Gottel, C. Grandjean, B. Cazes, and J. Gore, Tetrahedron Lett., 1991, 32, 1795.
8. M. Ahmar, B. Cazes, and J. Gore, Tetrahedron Lett., 1984, 25, 4505; B. Friess and J. Gore, Tetrahedron Lett., 1988, 33, 4089; M. Ahamar, J.J. Barieux, B. Cazes, and J. Gore, Tetrahedron, 1987, 43, 513; N. Chaptal, V. Colovray-Gottel, C. Grandjean, B. Cazes, and J. Gore, Tetrahedron Lett., 1991, 32, 1795.
9. M. Ahmar, B. Cazes, and J. Gore, Tetrahedron Lett., 1984, 25, 4505; B. Friess and J. Gore, Tetrahedron Lett., 1988, 33, 4089; M. Ahamar, J.J. Barieux, B. Cazes, and J. Gore, Tetrahedron, 1987, 43, 513; N. Chaptal, V. Colovray-Gottel, C. Grandjean, B. Cazes, and J. Gore, Tetrahedron Lett., 1991, 32, 1795.
10. M. Ahmar, B. Cazes, and J. Gore, Tetrahedron Lett., 1984, 25, 4505; B. Friess and J. Gore, Tetrahedron Lett., 1988, 33, 4089; M. Ahamar, J.J. Barieux, B. Cazes, and J. Gore, Tetrahedron, 1987, 43, 513; N. Chaptal, V. Colovray-Gottel, C. Grandjean, B. Cazes, and J. Gore, Tetrahedron Lett., 1991, 32, 1795.
11. R. C. Larock, N. G. Berrios-Pena, and C. A. Fried, J. Org. Chem., 1991, 56, 2615.
12. F. Kato, Y. Hiratsuka, T. Mitsui, T. Watanabe, and K. Hiroi, Heterocycles, 1999, 50, 83.
13. K. Hiroi, F. Kato, and A. Yamagata, Chem. Lett., 1998, 397.
14. K. Hiroi, Y. Hiratsuka, K. Watanabe, I. Abe, F. Kato, and M. Hiroi, Synlett, 2001, 263.
15. S. Park, D. Hedden, A. L. Rheingold, and D. M. Roundhill, Organometallics, 1986, 5, 1305.