Preparation of sterically congested compounds: 6,7-di-t-butyl-l,4- naphthoquinone, 2,3,6,7-tetra-t-butylanthraquinone, and 2,3,6,7-tetra-t- butylanthracene

Bulletin of the Chemical Society of Japan

Volumn 81, Issue 2, 2008, Pages 304-306

  Iguchi, Kazuki ^a   Sugihara, Yoshiaki ^a   Nakayama, Juzo ^a  

^a SAITAMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

DIELS-ALDER REACTIONS; NAPHTHOQUINONE; STERICALLY CONGESTED;

CHEMICAL REACTIONS;

KETONES;

EID: 58149302259     PISSN: 00092673     EISSN: 13480634     Source Type: Journal    
DOI: 10.1246/bcsj.81.304     Document Type: Article

References (18)

1. J. Nakayama, T. Yu, Y. Sugihara, A. Ishii, Chem. Lett. 1997, 499.
2. a) T. Otani, Y. Sugihara, A. Ishii, J. Nakayama, Chem. Lett. 2000, 744.
3. b) J. Nakayama, J. Takayama, Y. Sugihara, A. Ishii, Chem. Lett. 2001, 758.
4. c) J. Nakayama, T. Furuya, A. Ishii, A. Sakamoto, T. Otani, Y. Sugihara, Bull. Chem. Soc. Jpn. 2003, 76, 619.
5. d) T. Otani, J. Takayama, Y. Sugihara, A. Ishii, J. Nakayama, J. Am. Chem. Soc. 2003, 125, 8255.
6. e) J. Takayama, S. Fukuda, Y. Sugihara, A. Ishii, J. Nakayama, Tetrahedron Lett. 2003, 44, 5159.
7. f) J. Takayama, Y. Sugihara, A. Ishii, J. Nakayama, Tetrahedron Lett. 2003, 44, 7893.
8. g) J. Nakayama, S. Aoki, J. Takayama, A. Sakamoto, Y. Sugihara, A. Ishii, J. Am. Chem. Soc. 2004, 126, 9085.
9. h) J. Takayama, Y. Sugihara, J. Nakayama, Heteroatm Chem. 2005, 16, 132.
10. i) J. Takayama, Y. Sugihara, T. Takayanagi, J. Nakayama, Tetrahedron Lett. 2005, 46, 4165.
11. For preparation of 1,4-naphthoquinones and anthraquinones by using Diels-Alder reaction see: R. K. Hill, R. M. Carlson, Tetrahedron Lett. 1964, 5, 1157;
12. K. Torssell, Acta Chem. Scand., Ser. B 1976, 30, 353;
13. T. Shimo, K. Somekawa, S. Kumamoto, Nippon Kagaku Kaishi 1982, 1927;
14. T. Shimo, H. Nagahama, K. Yorozu, K. Somekawa, J. Heterocycl. Chem. 1992, 29, 801;
15. K. Itami, T. Nokami, J. Yoshida, Angew. Chem., Int. Ed. 2001, 40, 1074;
16. H. Hiranuma, S. I. Miller, J. Org. Chem. 1982, 47, 5083;
17. H. Hiranuma, S. I. Miller, J. Org. Chem. 1983, 48, 3096.
18. Synthesis with thiophene 1,1-dioxides as a diene, and not thiophene 1 -oxides: D. Bailey, V. E. Williams, Tetrahedron Lett. 2004, 45, 2511.