Convenient direct synthesis of bisformylated calix[4]arenes via Ipso substitution

Organic Letters

Volumn 8, Issue 11, 2006, Pages 2237-2240

  Chawla, H M ^a   Pant, N ^a   Srivastava, Bindu ^a   Upreti, Shailesh ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY DELHI   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33745697804     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0605124     Document Type: Article

References (23)

1. Gutsche, C. D. In Calixarenes: Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; The Royal Society of Chemistry: Cambridge, U.K., 1989.
2. (b) Gutsche, C. D. In Calixarenes Revisited: Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; The Royal Society of Chemistry: Cambridge, U.K., 1998.
3. (a) Hwang, G. T.; Kim, B. H. Tetrahedron 2002, 58, 9019-9028.
4. (b) Lhotak, P.; Zieba, R.; Hromadko, V.; Stibor, I.; Sykora, J. Tetrahedron Lett. 2003, 44, 4519-4522.
5. (c) Dondoni, A.; Kleban, M.; Hu, X.; Marra, A.; Banks, H. D. J. Org. Chem. 2002, 67, 4722-4733.
6. (a) Arduini, A.; Fanni, S.; Manfredi, G.; Pochini, A.; Ungaro, R.; Sicuri, A. R.; Ugozzoli, F. J. Org. Chem. 1995, 60, 1448-1453.
7. (b) Arora, V.; Chawla, H. M.; Santra, A. Tetrahedron 2002, 58, 5591-5597.
8. (a) Kumar, S.; Varadarajan, R.; Chawla, H. M.; Hundal, G.; Hundal, M. S. Tetrahedron 2004, 60, 1001-1005.
9. (b) Redon, S.; Li, Y.; Reinaud, O. J. Org. Chem. 2003, 68, 7004-7008.
10. (c) Kumar, S.; Chawla, H. M.; Varadarajan, R. Indian J. Chem. 2003, 42B, 2863-2865.
11. (d) Kumar, S.; Chawla, H. M.; Varadarajan, R. Tetrahedron Lett. 2002, 43, 2495-2498.
12. (e) Kumar, S.; Chawla, H. M.; Varadarajan, R. Tetrahedron Lett. 2002, 43, 7073-7075.
13. Chawla, H. M.; Pant, N.; Srivastava, B. Tetrahedron Lett. 2005, 46, 7259-7262.
14. (a) Baki, C. N.; Akkaya, E. U. J. Org. Chem. 2001, 66, 1512-1513.
15. (b) Kim, Y. H.; Cha, N. R.; Chang, S. K. Tetrahedron Lett. 2002, 43, 3883-3886.
16. (a) Lindoy, L. F.; Meehan, G. V.; Svenstrup, N. Synthesis 1998, 7, 1029-1032.
17. (b) Smith, W. E. J. Org. Chem. 1972, 37, 3972-3973.
18. Collins, E. M.; McKervey, M. A.; Madigan, E.; Moran, M. B.; Owens, M.; Ferguson, G.; Harris, S. J. J. Chem. Soc., Perkin Trans. 1 1991, 12 3137-3142.
19. Iwamoto, K.; Araki, K.; Shinkai, S. Tetrahedron 1991, 47 4325-4342.
20. Gutshe, C. D.; Balram, D.; Levine, J. A.; No, K. H.; Bauer, L. J. Tetrahedron 1983, 39, 409-426.
21. Komori, T.; Shinkai, S. Chem. Lett. 1992, 901-904.
22. 4). The solvent was evaporated under reduced pressure, and the residue was purified as mentioned to yield the desired bisformyl calix[4]-arene product.
23. Crystal data of 4a have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. 294073.