Structure and base catalysed cyclization of methyl (2,6-disubstituted-4-nitrophenylsulphanyl)ethanoates

Journal of Molecular Structure

Volumn 658, Issue 1-2, 2003, Pages 33-42

  Bertolasia, Valerio ^a   Dudová, Kařehna ^b   Šimůnek, Petr ^b   Černý, Jiří ^b   Macháček, Vladimír ^b  

^a UNIVERSITY OF FERRARA   (Italy)

^b UNIVERSITY OF PARDUBICE   (Czech Republic)

Author keywords

Cyclization reactions; Methyl 4 nitrophenylsulphanylethanoates; NMR spectra; X ray

Indexed keywords

2 METHOXYCARBONYL DERIVATIVE; BENZENE; CARBONYL DERIVATIVE; HETEROCYCLIC NITRO COMPOUND; METHYL 4 NITROPHENYLSULFANYLETHANOATE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL REACTION; CONFORMATION; CRYSTAL STRUCTURE; CYCLIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STRUCTURE ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 0041834723     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-2860(03)00424-1     Document Type: Article

References (25)

1. A.R. Katritzky, J.M. Lagowski, Chemistry of the Heterocyclic N-Oxides, Academic Press, London, 1971, pp. 120-141, Chapter II.
2. K.B.G. Torssell, Nitrile oxides, nitrones, nitronates in organic synthesis, Novel Strategies in Synthesis, VCH Publishers, New York, 1988, pp. 86-93, Chapter 3.3.
3. K. Wagner, H. Heitzer, L. Oehlmann, Chem. Ber. 106 (1973) 640.
4. P. Friedländer, A. Chwala, Monat. Chem. 28 (1907) 247.
5. K. Dudová, F. Částek, V. Macháček, P. Šimůnek, Molecules 7 (2002) 7.
6. M. Janík, V. Macháček, O. Pytela, Collect. Czech. Chem. Commun. 62 (1997) 1429.
7. J.R. Beck, J. Org. Chem. 38 (1973) 4086.
8. J.R. Beck, J. Org. Chem. 37 (1972) 3224.
9. J.R. Beck, J.A. Jahner, J. Org. Chem. 39 (1974) 3440.
10. F. Terrier, Nucleophilic Aromatic Displacement. The influence of the Nitro Group, VCH Publishers, New York, 1991, Chapter 3, pp. 157-206.
11. Z. Otwinowski, Z. Minor, in: C.W. Carter, R.M. Sweet (Eds.), Methods in Enzymology, Part A, vol. 276, Academic Press, London, 1977, pp. 307-326.
12. A. Altomare, M.C. Burla, M. Camalli, G.L. Cascarano, C. Giacovazzo, A. Guagliardi, A.G. Moliterni, G. Polidori, R. Spagna, J. Appl. Crystallogr. 32 (1999) 115.
13. G.M. Sheldrick, SHELXL-97, Program for Crystal Structure Refinement, University of Göttingen, Göttingen, Germany, 1997.
14. M. Nardelli, J. Appl. Crystallogr. 28 (1995) 659.
15. L.J. Farrugia, J. Appl. Crystallogr. 32 (1999) 837.
16. M.N. Burnett, C.K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoids Plot Program for Crystal Structure Illustrations, Oak Ridge National Laboratory Report ORNL-6895, TN, 1996.
17. J.D. Ángyán, R.A. Poirier, A. Kucsman, I.G. Csizmadia, J. Am. Chem. Soc. 109 (1987) 2237.
18. K.M. Gough, J. Millington, Can. J. Chem. 73 (1995) 1287.
19. A. Kálmán, L. Párkányi, Acta Crystallogr. B36 (1980) 2372.
20. C. Cohen-Addad, M.S. Lehmann, P. Becker, L. Párkányi, A. Kálmán, J. Chem. Soc. Perkin Trans. 2 (1984) 181.
21. A Kucsman, I. Kapovits, L. Párkányi, G. Argay, A. Kálmán, J. Mol. Struct. 125 (1984) 331.
22. N. Pandya, A.J. Basile, A.K. Gupta, P. Hand, C.L. MacLaurin, T. Mohammad, E.S. Ratami, M.S. Gibson, M.F. Richardson, Can. J. Chem. 71 (1993) 561.
23. R.E. Rosenfield Jr., R. Parthasarathy, J.D. Dunitz, J. Am. Chem. Soc. 99 (1977) 4860.
24. H.-B. Bürgi, J.D. Dunitz, E. Shefter, J. Am. Chem. Soc. 95 (1973) 5065.
25. H.-B. Bürgi, Faraday Discuss. 122 (2002) 41.