Synthesis of multilayered [3.3](3,5)pyridinophanes

Synthesis

Volumn , Issue 23, 2008, Pages 3749-3754

  Shibahara, Masahiko ^a   Watanabe, Motonori ^b   Aso, Kazuhiro ^a   Shinmyozu, Teruo ^b  

^a OITA UNIVERSITY   (Japan)

^b KYUSHU UNIVERSITY   (Japan)

Author keywords

Coupling reaction; Cyclophanes; Ketones; Pyridines; Wolff kishner reduction

Indexed keywords

CYANIDES; DIMETHYLFORMAMIDE; KETONES; PYRIDINE; SODIUM; SODIUM COMPOUNDS;

COUPLING REACTION; COUPLING REACTIONS; CYCLOPHANE; CYCLOPHANES; ISOCYANIDE; MULTILAYERED; SODIUM HYDRIDES; SODIUM HYDROXIDES; SYNTHESIS OF; TETRABUTYLAMMONIUM IODIDES; TETRAKIS; WOLFF-KISHNER REDUCTION;

ORGANIC COMPOUNDS;

CYCLOPHANE; KETONE; METHYL ISOCYANATE; N,N DIMETHYLFORMAMIDE; PYRIDINE DERIVATIVE; SODIUM HYDROXIDE; TETRABUTYLAMMONIUM;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; DILUTION; GEOMETRY; SYNTHESIS; WOLFF KISHNER REDUCTION;

EID: 57549097422     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0028-1083633     Document Type: Article

References (30)

1. Multilayered [3.3]Cyclophanes, Part 4. For parts 1, 2, and 3, see refs. 12, 13a and 13b.
2. (a) Bottino, F.; Grazia, M. D.; Finocchiaro, P.; Fronczek, F. R.; Mamo, A.; Pappalardo, S. J. Org. Chem. 1988, 53, 3521.
3. (b) Takemura, H.; Wen, G.; Shinmyozu, T. Synthesis 2005, 2845.
4. Vögtle, F.; Schunder, L. Chem. Ber. 1969, 102, 2677.
5. Newcomb, M.; Timko, J. M.; Walba, D. M.; Cram, D. J. J. Am. Chem. Soc. 1977, 99, 6392.
6. Muralidharan, S.; Hojjatie, M.; Firestone, M.; Freiser, H. J. Org. Chem. 1989, 54, 393.
7. Shinmyozu, T.; Hirai, Y.; Inazu, T. J. Org. Chem. 1986, 51, 1551.
8. (a) Fronczek, F. R.; Mamo, A.; Pappalardo, S. Inorg. Chem. 1989, 28, 1419.
9. (b) Sakaba, H.; Kabuta, C.; Horino, H.; Arai, M. Bull. Chem. Soc. Jpn. 1990, 63, 1822.
10. (c) Krüger, H.-J. Chem. Ber. 1995, 128, 531.
11. (d) Koch, W. O.; Barbieri, A.; Grodzicki, M.; Schünemann, V.; Trautwein, A. X.; Krüger, H.-J. Angew. Chem., Int. Ed. Engl. 1996, 35, 422.
12. (e) Kelm, H.; Krüger, H.-J. Eur. J. Inorg. Chem. 1998, 1381.
13. (f) Sciarone, T.; Hoogboom, J.; Schlebos, P. P. J.; Budzelaar, P. H. M.; Gelder, R.; Smits, J. M. M.; Gal, A. W. Eur. J. Inorg. Chem. 2002, 457.
14. (g) Albelta, B.; Carina, R.; Policar, C.; Poussereau, S.; Cane, J.; Guilhem, J.; Tchertanov, L.; Blondin, G.; Delroisse, M.; Girerd, J.-J. Inorg. Chem. 2005, 44, 6959.
15. (h) Moriguchi, T.; Kitamura, S.; Sakata, K.; Tsuge, A. Polyhedron 2001, 20, 2315.
16. Sako, K.; Tatemitsu, H.; Onaka, S.; Takemura, H.; Osada, S.; Wen, G.; Rudzinski, J. M.; Shinmyozu, T. Liebigs Ann. 1996, 1645.
17. Satou, T.; Shinmyozu, T. J. Chem. Soc., Perkin Trans. 2 2002, 393.
18. Satou, T.; Sabae, M.; Iizuka, S.; Akita, M.; Shinmyozu, T. unpublished results.
19. Tsuge, A.; Matsubara, A.; Moriguchi, T.; Sei, Y.; Yamaguchi, K. Tetrahedron Lett. 2006, 47, 6607.
20. Shibahara, M.; Watanabe, M.; Iwanaga, T.; Ideta, K.; Shinmyozu, T. J. Org. Chem. 2007, 72, 2865.
21. (a) Shibahara, M.; Watanabe, M.; Iwanaga, T.; Matsumoto, T.; Ideta, K.; Shinmyozu, T. J. Org. Chem. 2008, 73, 4433.
22. (b) Muranaka, A.; Shibahara, M.; Watanabe, M.; Matsumoto, T.; Shinmyozu, T.; Kobayashi, N. J. Org. Chem. in press.
23. (a) Sako, K.; Hirakawa, T.; Fujimoto, N.; Shinmyozu, T.; Inazu, T.; Horimoto, H. Tetrahedron Lett. 1988, 29, 6275.
24. (b) Sako, K.; Shinmyozu, T.; Takemura, H.; Suenaga, M.; Inazu, T. J. Org. Chem. 1992, 57, 6536.
25. (c) Shinmyozu, T.; Hirakawa, T.; Wen, G.; Osada, S.; Takemura, H.; Sako, K.; Rudzinski, J. M. Liebigs Ann. 1996, 205.
26. (d) Takemura, H.; Kariyazono, H.; Yasutake, M.; Kon, N.; Tani, K.; Sako, K.; Shinmyozu, T.; Inazu, T. J. Org. Chem. 1999, 64, 9077.
27. (e) Satou, T.; Shinmyozu, T. J. Chem. Soc., Perkin Trans. 2 2002, 393.
28. (f) Sako, K.; Meno, T.; Takemura, H.; Shinmyozu, T.; Inazu, T. Chem. Ber. 1990, 123, 639.
29. (g) Isaji, H.; Yasutake, M.; Takemura, H.; Sako, K.; Tatemitsu, H.; Inazu, T.; Shinmyozu, T. Eur. J. Org. Chem. 2001, 2487.
30. Hoegenboom, B. E.; Oldenziel, O. H.; van Leusen, A. M. Org. Synth. Coll. Vol. VI; John Wiley & Sons: London, 1988, 987.