On the Formation of 2-Sulfonylbenzo[a]heptalene-1,3-diols as Precursors for the Synthesis of Colchicinoids

Helvetica Chimica Acta

Volumn 86, Issue 12, 2003, Pages 4018-4047

  Abou Hadeed, Khaled ^a   Hansen, Hans Jürgen ^a  

^a UNIVERSITY OF ZURICH   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLATION; CRYSTAL STRUCTURE; DERIVATIVES; SYNTHESIS (CHEMICAL); X RAY ANALYSIS;

SUBSITUTION PATTERNS;

AROMATIC COMPOUNDS;

2 SULFONYLBENZO[A]HEPTALENE 1,3 DIOL; COLCHICINOID; SULFONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0346457182     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200390335     Document Type: Article

References (27)

1. K. Abou-Hadeed, H.-J. Hansen, Helv. Chim. Acta 1997, 80, 2535.
2. M. Lutz, A. Linden, K. Abou-Hadeed, H.-J. Hansen, Helv. Chim. Acta 1999, 82, 372.
3. M. Meyer, K. Abou-Hadeed, H.-J. Hansen, Helv. Chim. Acta 2000, 83, 2383.
4. P. Kouroupis, H.-J. Hansen, Helv. Chim. Acta 1995, 78, 1247.
5. S. El Rayes, K. Abou-Hadeed, H.-J. Hansen, Autumn Meeting of the Swiss Chemical Society, Zurich, 2001; Poster No. 139 (cf. Chimia 2001, 55, 621).
6. S. El Rayes, K. Abou-Hadeed, H.-J. Hansen, Autumn Meeting of the Swiss Chemical Society, Zurich, 2001; Poster No. 139 (cf. Chimia 2001, 55, 621).
7. O. Boyé, A. Brossi, in 'The Alkaloids', Eds. A. Brossi, G. A. Cordell, Academic Press, New York, 1992, Vol. 41, p. 125.
8. C. W. Spangler, Chem. Rev. 1976, 76, 187.
9. K. Abou-Hadeed, Chimia 2000, 54, 760; K. Abou-Hadeed, A. Linden, H.-J. Hansen, Helv. Chim. Acta 2004, 87, in preparation.
10. K. Abou-Hadeed, Chimia 2000, 54, 760; K. Abou-Hadeed, A. Linden, H.-J. Hansen, Helv. Chim. Acta 2004, 87, in preparation.
11. P. Bisegger, MS thesis, University of Zürich, Zürich, 2002.
12. G. J. Lambert, R. P. Duffley, H. C. Dalzell, R. K. Razdan, J. Org. Chem. 1982, 47, 3350.
13. D. Lin-Vien, N. B. Colthup, W. G. Fateley, J. G. Grasselli, 'The Handbook of Infrared and Raman Frequencies of Organic Molecules', Academic Press, San Diego, 1991, p. 45-60.
14. H.-J. Hansen, B. Sutter, H. Schmid, Helv. Chim. Acta 1968, 51, 828.
15. G. R. Desiraju, T. Steiner, 1999; p. 185-190.
16. H. S. Rzepa, M. H. Smith, M. L. Webb, J. Chem. Soc., Perkin Trans. 2 1994, 703.
17. R. Hooft, KappaCCD Collect Software, Nonius BV, Delft, The Netherlands, 1999.
18. Z. Otwinowski, W. Minor, Methods Enzymol. 1997, 276, 307.
19. A. J. M. Duisenberg, J. Appl. Crystallogr. 1992, 25, 92.
20. A. J. M. Duisenberg, L. M. J. Kroon-Batenburg, A. M. M. Schreurs, J. Appl. Crystallogr 2003, 36, 220.
21. A. Altomare, G. Cascarano, C. Giacovazzo, A. Guagliardi, M. C. Burla, G. Polidori, M. Camalli, SIR92, J. Appl. Crystallogr 1994, 27, 435.
22. a) E. N. Maslen, A. G. Fox, M. A. O'Keefe, in 'International Tables for Crystallography', Ed. A. J. C. Wilson, Kluwer Academic Publishers, Dordrecht, 1992, Vol. C, Table 6.1.1.1, p. 477;
23. b) D. C. Creagh, J. H. Hubbell, in 'International Tables for Crystallography', Ed. A. J. C. Wilson, Kluwer Academic Publishers, Dordrecht, 1992, Vol. C, Table 4.2.4.3, p. 200.
24. R. F. Stewart, E. R. Davidson, W. T. Simpson, J. Chem. Phys. 1965, 42, 3175.
25. G. M. Sheldrick, SHELXL97, Program for the Refinement of Crystal Structures, University of Göttingen, Germany, 1997.
26. teXsan: Single Crystal Structure Analysis Software, Version 1.10, Molecular Structure Corporation, The Woodlands, Texas, 1999.
27. C. K. Johnson, ORTEPII, Report ORNL-5138, Oak Ridge National Laboratory, Oak Ridge, Tennessee, 1976.