The formylation of the upper-rims of thiacalixarenes: Synthesis of the first tetra-formylated and the first meta-substituted thiacalix[4]arenes

Tetrahedron Letters

Volumn 45, Issue 33, 2004, Pages 6329-6331

  Desroches, Cedric ^a   Kessler, Vadim ^b   Parola, Stephane ^a  

^a UNIVERSITÉ CLAUDE BERNARD LYON 1   (France)

^b SWEDISH UNIVERSITY OF AGRICULTURAL SCIENCES   (Sweden)

Author keywords

Calixarene; Chloromethylation; Formylation; meta Substitution

Indexed keywords

CALIXARENE; MACROCYCLIC COMPOUND; PIPERIDINE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ARTICLE; REACTION ANALYSIS; SYNTHESIS;

ARENE;

EID: 3242767555     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.06.078     Document Type: Article

References (31)

1. E.A. Shokova and V.V. Kovalev Russ. J. Org. Chem. 39 2003 1
2. H. Akdas, E. Graf, M.W. Hosseini, A. De Cian and N. Kyritsakas-Gruber C. R. Chim. 6 2003 565
3. P. Lhotak, M. Himl, I. Stibor and H. Petrickova Tetrahedron Lett. 43 2002 9621
4. H. Akdas, L. Bringel, V. Bulach, E. Graf, M.W. Hosseini and A. De Cian Tetrahedron Lett. 43 2002 8975
5. N. Iki and S. Miyano J. Incl. Phenom. Macrocycl. Chem. 41 1â€"4 2001 99
6. C. Desroches, S. Parola, F. Vocanson, N. Ehlinger, P. Miele, R. Lamartine, J. Bouix, A. Eriksson, M. Lindgren and C. Lopes J. Mater. Chem. 11 2001 3014
7. C. Desroches, S. Parola, F. Vocanson, M. Perrin, R. Lamartine, J.M. Létoffé and J. Bouix New J. Chem. 26 5 2002 651
8. C. Desroches, C. Lopes, V. Kessler and S. Parola Dalton Trans. 10 2003 2085
9. C. Desroches, S. Parola, D. Cornu, P. Miele, P.L. Baldeck and C. Lopes Mat. Res. Soc. Symp. Proc. 771 2003 237
10. P. Lhoták, M. Himl, I. Stibor, J. Sykora and I. Cisarovà Tetrahedron Lett. 42 2001 7107
11. P. Lhoták, J. Morávek and I. Stibor Tetrahedron Lett. 43 2002 3665
12. O. Kasyan, D. Swierczynski, A. Drapailo, K. Suwinska, J. Lipkowski and V. Kalchenko Tetrahedron Lett. 44 2003 7167
13. A. Arduini, G. Manfredi, A. Pochini, A.R. Sicuri and R. Ungaro Chem. Commun. 1991 936
14. V. Arora, H.M. Chawla and A. Santra Tetrahedron 58 2002 5591
15. H. Gross, A. Rieche and G. Mattey Chem. Ber. 96 1963 308
16. N. Morohashi, T. Hattori, K. Yokomakura, C. Kabuto and S. Miyano Tetrahedron Lett. 43 2002 7769
17. 27 Crystallographic data (excluding structure factors) for the structure have been deposited with the Cambridge Crystallographic Data Center as supplementary publication number CCDC 227818. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (Fax: +44-0-1223-336033 or e-mail: deposit@ccdc.cam.ac.uk)
18. G.A. Olah, D.A. Beal and J.A. Olah J. Org. Chem. 14 1976 1627
19. G.A. Olah, D.A. Beal, S.H. Yu and J.A. Olah Synthesis 1974 560
20. M. Almi, A. Arduini, A. Casnati, A. Pochini and R. Ungaro Tetrahedron 45 7 1989 2177
21. T. Arimura, T. Nagasaki, S. Shinkai and T. Matsuda J. Org. Chem. 54 1989 3766
22. A. Vilsmeier and A. Haack Ber. 60B 1927 119
23. L.N. Ferguson Chem. Rev. 1945 227
24. G.A. Olah, L. Ohannesian and M. Arvanaghi Chem. Rev. 87 1987 671
25. F. Albericio, N. Kneib-Cordonier, S. Biancalana, L. Gera, R. Masada, D. Hudson and G. Barany J. Org. Chem. 55 1990 3730
26. H. Wynberg Chem. Rev. 60 1960 169
27. T. Matsuo, H. Kawagushi and M. Sakai Dalton Trans. 2002 2536
28. G.A. Olah and M. Arvanaghi Angew. Chem. 93 1981 925
29. Angew. Chem., Int. Ed. Engl. 20 1981 878
30. -1): C 61.89%, H 5.19%, S 16.51%. Found: C 61.81%, H 5.22%, S 16.23%
31. SHELXTL-NT reference manual, Bruker AXS, 1998