Metal cation-exchanged montmorillonite (Mn+-mont)-catalyzed friedel-crafts acylation of 1-methyl-1-cyclohexene and 1-trimethylsilyl-1- alkynes

Bulletin of the Chemical Society of Japan

Volumn 77, Issue 9, 2004, Pages 1765-1766

  Nishimura, Takahiro ^a   Ohtaka, Seiji ^a   Hashimoto, Keiji ^b   Yamauchi, Takayoshi ^c   Hasegawa, Takuji ^d   Imanaka, Kaori ^d   Tateiwa, Jun Ichi ^d   Takeuchi, Hiroshi ^d   Uemura, Sakae ^a  

^a KYOTO UNIVERSITY   (Japan)

^b OSAKA MUNICIPAL TECHNICAL RESEARCH INSTITUTE   (Japan)

^c Yodogawa ku   (Japan)

^d KOBE UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACYLATION; CATALYSIS; CHLORIDE MINERALS; POSITIVE IONS;

ACYL CHLORIDES; CATION-EXCHANGED MONTMORILLONITE;

ORGANIC COMPOUNDS;

1 METHYL 1 CYCLOHEXENE; BUTYRYL CHLORIDE; CYCLOHEXENE DERIVATIVE; MONTMORILLONITE; SILANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; FRIEDEL CRAFTS REACTION;

EID: 4944244893     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.77.1765     Document Type: Article

References (26)

1. a) M. Balogh and P. Laszlo, "Organic Chemistry Using Clays," Springer-Verlag, New York (1993).
2. b) R. L. Augustine, "Heterogeneous Catalysis for the Synthetic Chemist," Marcel Dekker, New York (1996).
3. c) R. A. Sheldon and R. S. Downing, Appl. Catal., A, 189, 163 (1999).
4. d) J. H. Clark, Acc. Chem. Res., 35, 791 (2002).
5. a) J. Tateiwa, H. Horiuchi, K. Hashimoto, T. Yamauchi, and S. Uemura, J. Org. Chem., 59, 5901 (1994).
6. b) J. Tateiwa, T. Nishimura, H. Horiuchi, and S. Uemura, J. Chem. Soc., Perkin Trans. 1, 1994, 3367.
7. c) J. Tateiwa, E. Hayama, T. Nishimura, and S. Uemura, Chem. Lett., 1996, 59.
8. d) J. Tateiwa, A. Kimura, K. Hashimoto, T. Yamauchi, and S. Uemura, Bull. Chem. Soc. Jpn., 69, 2361 (1996).
9. e) J. Tateiwa, A. Kimura, M. Takasuka, and S. Uemura, J. Chem. Soc., Perkin Trans. 1, 1997, 2169.
10. a) T. Nishimura, N. Kakiuchi, M. Inoue, and S. Uemura, Chem. Commun., 2000, 1245.
11. b) N. Kakiuchi, T. Nishimura, M. Inoue, and S. Uemura, Bull. Chem. Soc. Jpn., 74, 165 (2001).
12. a) J. H. Clark, A. P. Kybett, D. J. Macquarrie, S. J. Barlow, and P. Landon, J. Chem. Soc., Chem. Commun., 1989, 1353.
13. b) A. Cornélis, C. Dony, P. Laszlo, and K. M. Nsunda, Tetrahedron Lett., 32, 1423 (1991).
14. c) A. Cornélis, C. Dony, P. Laszlo, and K. M. Nsunda, Tetrahedron Lett., 32, 2901 (1991).
15. d) M. Davister and P. Laszlo, Tetrahedron Lett., 34, 533 (1993).
16. e) O. Sieskind and P. Albrecht, Tetrahedron Lett., 34, 1197 (1993).
17. f) L.-J. Li, B. Lu, T.-S. Li, and J.-T. Li, Synth. Commun., 28, 1439 (1998).
18. J. K. Groves and N. Jones, J. Chem. Soc. C, 1968, 2215.
19. R. Jacquier, M. Mousseron, and S. Boyer, Bull. Soc. Chim. Fr., 1956, 1653.
20. P. Beak and K. R. Berger, J. Am. Chem. Soc., 102, 3848 (1980).
21. T. Shono, I. Nishiguchi, M. Sasaki, H. Ikeda, and M. Kurita, J. Org. Chem., 48, 2503 (1983).
22. E. A. Braude and C. J. Timmons, J. Chem. Soc., 1955, 3766.
23. B. B. Snider and A. C. Jackson, J. Org. Chem., 47, 5393 (1982).
24. C. H. Wong and C. W. Bradshaw, U. S. Patent 5225339 (1993); Chem. Abstr., 119, 115519u (1993).
25. N. Rosas, P. Sharma, C. Alvarez, A. Cabrera, R. Ramirez, A. Delgado, and H. Arzoumanian, J. Chem. Soc., Perkin Trans. 1, 2001, 2341.
26. A. V. Kel'in, A. W. Sromek, and V. Gevorgyan, J. Am. Chem. Soc., 123, 2074 (2001).