New, diastereoselective one-pot synthesis of tetrasubstituted hydantoins

Helvetica Chimica Acta

Volumn 89, Issue 6, 2006, Pages 1187-1193

  Alizadeh, Abdolali ^a   Masrouri, Hassan ^a  

^a TARBIAT MODARES UNIVERSITY   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

NUCLEAR MAGNETIC RESONANCE; SPECTROSCOPIC ANALYSIS; SYNTHESIS (CHEMICAL);

ARYLSULFONYL ISOCYANATES; CYCLIZATION; HYDANTOINS;

ORGANIC COMPOUNDS;

4 [1 (DIETHOXYPHOSPHORYL) 2 ETHOXY 2 OXOETHYL] 1,3 BIS[(4 METHYLPHENYL)SULFONYL] 2,5 DIOXOIMIDAZOLIDINE 4 CARBOXYLATE; 4 [1 (DIETHOXYPHOSPHORYL) 2 METHOXY 2 OXOETHYL] 1,3 BIS[(4 METHYLPHENYL)SULFONYL] 2,5 DIOXOIMIDAZOLIDINE 4 CARBOXYLATE; 4 [1 (DIETHOXYPHOSPHORYL) 2 METHOXY 2 OXOETHYL] 2,5 DIOXO 1,3 BIS(PHENYLSULFONYL)IMIDAZOLIDINE 4 CARBOXYLATE; 4 [1 (DIMETHOXYPHOSPHORYL) 2 ETHOXY 2 OXOETHYL] 1,3 BIS[(4 METHYLPHENYL)SULFONYL] 2,5 DIOXOIMIDAZOLIDINE 4 CARBOXYLATE; 4 [1 (DIMETHOXYPHOSPHORYL) 2 ETHOXY 2 OXOETHYL] 2,5 DIOXO 1,3 BIS(PHENYLSULFONYL)IMIDAZOLIDINE 4 CARBOXYLATE; 4 [1 (DIMETHOXYPHOSPHORYL) 2 METHOXY 2 OXOETHYL] 1,3 BIS[(4 METHYLPHENYL)SULFONYL] 2,5 DIOXOIMIDAZOLIDINE 4 CARBOXYLATE; 4 [1 (DIMETHOXYPHOSPHORYL) 2 METHOXY 2 OXOETHYL] 2,5 DIOXO 1,3 BIS(PHENYLSULFONYL)IMIDAZOLIDINE 4 CARBOXYLATE; ARYLSULFONYL ISOCYANATE; DIALKYL ACETYLENEDICARBOXYLATE; DIALKYL TRIALKYLSILYL PHOSPHITE; DICARBOXYLIC ACID DERIVATIVE; HYDANTOIN DERIVATIVE; ISOCYANIC ACID DERIVATIVE; PHOSPHITE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CYCLIZATION; ELEMENTARY PARTICLE; INFRARED SPECTROMETRY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; SPECTROSCOPY; STEREOCHEMISTRY; SYNTHESIS;

EID: 33745749964     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200690117     Document Type: Article

References (23)

1. E. Kleinpeter, Struct. Chem. 1997, 8, 161.
2. S. Bogoch, J. Dreyfus, 'The Broad Range of Use of Diphenylhydantoin', Dreyfus Medical Foundation, New York, 1970.
3. J. K. Perry, M. E. Newmark, Ann. Intern. Med. 1979, 89, 207.
4. M. Gütschow, T. Hecker, K. Eger, Synthesis 1999, 410.
5. K. Lavrador, D. Guillerm, G. Guillerm, Bioorg. Med. Chem. Lett. 1998, 8, 1629.
6. F. Tellier, F. Acher, I. Brabet, J. P. Pin, R. Azerad, Bioorg. Med. Chem. 1998, 6, 195.
7. S. H. DeWitt, J. S. Kiely, C. J. Stankovic, M. C. Schroeder, D. M. R. Cody, M. R. Pavia, Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 6909.
8. F. J. Randall, A. W. Johnson, Tetrahedron Lett. 1968, 9, 2841.
9. H. I. Zeliger, P. J. Snyder, Tetrahedron Lett. 1969, 10, 2199.
10. P. J. Snyder, Tetrahedron Lett. 1971, 12, 215.
11. J. C. Tebby, in 'Phosphorus-31 NMR Spectroscopy in Stereochemical Analysis', Eds. J. G. Verkade, L. D. Quin, VCH Publishers, Weinheim, 1987; Chapt. 1, pp. 1-60.
12. E. Breitmaier, W. Voelter, 'Carbon-13 NMR Spectroscopy', 3rd edn., Wiley-VCH, New York, 1990, p. 250.
13. E. Zbiral, Synthesis 1974, 775.
14. K. B. Becker, Tetrahedron 1987, 36, 1717.
15. P. Ferrer, C. Auendano, M. Sollhuber, Liebigs Ann. Chem. 1995, 1895.
16. A. W. Johnson, 'Ylide Chemistry', Academic Press, New York, 1966.
17. O. I. Kolodiazhynyi, Russ. Chem. Rev. 1997, 66, 225.
18. H. J. Bestmann, O. Vostrowsky, Top. Curr. Chem. 1983, 109, 85.
19. I. Yavari, M. Anary-Abbasinejad, A. Alizadeh, Tetrahedron Lett. 2002, 43, 4503.
20. I. Yavari, M. Adib, Tetrahedron 2001, 57, 5873.
21. I. Yavari, A. Alizadeh, Synthesis 2004, 237.
22. A. Alizadeh, H. R. Bijanzadeh, Synthesis 2004, 3023.
23. X. Creary, C. C. Geiger, K. Hilton, J. Am. Chem. Soc. 1983, 105, 2851.