1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with nitrile oxides and nitrones

Tetrahedron

Volumn 66, Issue 25, 2010, Pages 4564-4572

  Kissane, Marie ^a   Lawrence, Simon E ^a   Maguire, Anita R ^b  

^a UNIVERSITY COLLEGE CORK   (Ireland)

^b Analytical and Biological Chemistry Research Facility   (Ireland)

Author keywords

[No Author keywords available]

Indexed keywords

2 THIO 3 CHLOROACRYLAMIDE DERIVATIVE; ACRYLAMIDE DERIVATIVE; BENZONITRILE OXIDE; ISOXAZOLINE DERIVATIVE; NITRILE OXIDE; NITRONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CYCLOADDITION; PRIORITY JOURNAL;

EID: 77953119802     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.04.057     Document Type: Article

References (32)

1. Kissane M., and Maguire A.R. Chem. Soc. Rev. 39 (2010) 845-883
2. Murphy M., Lynch D., Schaeffer M., Kissane M., Chopra J., O'Brien E., Ford A., Ferguson G., and Maguire A.R. Org. Biomol. Chem. 5 (2007) 1228-1241
3. Kissane M., Murphy M., Lynch D., Ford A., and Maguire A.R. Tetrahedron 64 (2008) 7639-7649
4. Kissane M., Lynch D., Chopra J., Lawrence S.E., and Maguire A.R. Tetrahedron: Asymmetry 19 (2008) 1256-1273
5. Bravo P., and Ponti P.P. J. Heterocycl. Chem. 10 (1973) 669-670
6. Caramella P., Albini E., Bandiera T., Coda A.C., Gruenanger P., and Albini F.M. Tetrahedron 39 (1983) 689-699
7. Ruano J.L.G., Fraile A., and Martin M.R. Tetrahedron 55 (1999) 14491-14500
8. Koizumi T., Hirai H., and Yoshii E. J. Org. Chem. 47 (1982) 4004-4005
9. Takahashi T., Fujii A., Sugita J., Hagi T., Kitano K., Arai Y., Koizumi T., and Shiro M. Tetrahedron: Asymmetry 2 (1991) 1379-1390
10. Louis C., and Hootele C. Tetrahedron: Asymmetry 6 (1995) 2149-2152
11. Louis C., and Hootele C. Tetrahedron: Asymmetry 8 (1997) 109-131
12. Garcia Ruano J.L., Ignacio Andres Gil J., Fraile A., Martin Castro A.M., and Martin M.R. Tetrahedron Lett. 45 (2004) 4653-4656
13. Di Nunno L., and Scilimati A. Tetrahedron 49 (1993) 10965-10976
14. Grundmann C., and Grunanger P. The Nitrile Oxides (1971), Springer, New York, NY
15. Barbaro G., Battaglia A., and Dondoni A. J. Chem. Soc. B 4 (1970) 588-592
16. Kissane M., Lawrence S.E., and Maguire A.R. Org. Biomol. Chem. (2010) 10.1039/C002479A
17. Wallace T.J., Hofmann J.E., and Schriesheim A. J. Am. Chem. Soc. 85 (1963) 2739-2743
18. Hofmann J.E., Wallace T.J., and Schriesheim A. J. Am. Chem. Soc. 86 (1964) 1561-1563
19. Maguire A.R. In: Katritzky A.R., Mehn-Cohn O., and Rees C.W. (Eds). Comprehensive Organic Functional Group Transformations Vol. 1 (1995), Permagon, Oxford 589-673
20. Fleming I. Frontier Orbitals and Organic Chemical Reactions (1976), Wiley-Interscience, London
21. Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis (1988), VCH, New York, NY
22. Singh M., Singh B., and Singal K.K. Asian J. Chem. 20 (2008) 736-740
23. Camps P., Gomez T., Munoz-Torrero D., Rull J., Sanchez L., Boschi F., Comes-Franchini M., Ricci A., Calvet T., Font-Bardia M., De Clercq E., and Naesens L. J. Org. Chem. 73 (2008) 6657-6665
24. Bortolini O., D'Agostino M., De Nino A., Maiuolo L., Nardi M., and Sindona G. Tetrahedron 64 (2008) 8078-8081
25. Chiacchio U., Corsaro A., Iannazzo D., Piperno A., Romeo G., Romeo R., Saita M.G., and Rescifina A. Eur. J. Org. Chem. (2007) 4758-4764
26. Cheng Q., Zhang W., Tagami Y., and Oritani T. J. Chem. Soc., Perkin Trans. 1 (2001) 452-456
27. Houk K.N., Sims J., Watts C.R., and Luskus L.J. J. Am. Chem. Soc. 95 (1973) 7301-7315
28. Gilchrist T.L., and Storr R.C. Organic Reactions and Orbital Symmetry. 2nd ed. (1979), Cambridge University Press, Cambridge
29. Sheldrick G.M. Acta Crystallogr., Sect. A: Found. Crystallogr. A64 (2008) 112-122
30. Spek A.L. Acta Crystallogr., Sect. D: Biol. Crystallogr. D65 (2009) 148-155
31. MACH-3 Software (Nonius, 1998).
32. CrystalClear: An Integrated Program for the Collection and Processing of Area Detector Data, Rigaku Corporation, © 1997-2002.