Can chloramine-T be a nitrene transfer agent?

Tetrahedron Letters

Volumn 38, Issue 42, 1997, Pages 7453-7456

  Aujla, Pavandeep S ^a   Baird, Charlotte P ^a   Taylor, Paul C ^a   Mauger, Héléne ^b   Vallée, Yannick ^b  

^a UNIVERSITY OF WARWICK   (United Kingdom)

^b UNIVERSITÉ JOSEPH FOURIER   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AZIRIDINE DERIVATIVE; SULFIDE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; REACTION ANALYSIS;

EID: 0030767795     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01754-1     Document Type: Article

References (13)

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4. (b) Takada, H., Nishibayashi, Y., Ohe, K., Uemura, S., Baird, C.P., Sparey, T.J., Taylor, P.C. J. Org. Chem., in the press.
5. (a) Yamada, Y.; Yamamoto, T.; Okawara, M. Chem. Lett., 1975, 361;
6. (b) Besenyei, G., Nemeth, S. and Simandi, L.I. Tetrahedron Lett., 1993, 34, 6105.
7. Evans, D.A., Faul, M.M., Bilodeau, M.T. J. Am. Chem. Soc., 1994, 116, 2742.
8. (a) Gilchrist, T. L.; Moody, C. J. Chem. Rev., 1977, 77, 409;
9. (b) Johnson, C. R. In Comprehensive Organic Chemistry, Barton, D. H. R.; Ollis, W. D. Pergamon., Eds.; 1979, vol. 3, section 11.10;
10. (c) Koval, I. V. Russ. Chem. Rev., 1990, 59, 819.
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12. Li, Z., Quan, R.W., Jacobsen, E.N. J. Am. Chem. Soc., 1995, 117, 5889.
13. Anhydrous acetonitrile was also found to be the solvent of choice for uncatalysed imidation of sulfimides to form sulfodiimides free from sulfoximides (Furukawa, N., Akutagawa, K., Yoshimura, T., Akasaka, T., Oae, S. Synthesis, 1979, 289). The role of the acetonitrile in this reaction, which we assume has an ionic mechanism, is presumably simply as a dipolar aprotic solvent.