Efficient synthesis of β-hydroxy thiocyanates from epoxides and ammonium thiocyanates using tetraarylporphyrins as new catalysts

Journal of Molecular Catalysis A: Chemical

Volumn 206, Issue 1-2, 2003, Pages 53-57

  Sharghi, Hashem ^a   Nasseri, Mohammad Ali ^a   Nejad, Alireza Hassani ^a  

^a SHIRAZ UNIVERSITY   (Iran)

Author keywords

Epoxide; Ring opening; Tetraarylporphyrin; Thiocyanohydrin

Indexed keywords

CATALYSTS; OXIDATION; SYNTHESIS (CHEMICAL);

THIOCYANATES;

ORGANIC POLYMERS;

EPOXIDE; PORPHYRIN DERIVATIVE; THIOCYANIC ACID DERIVATIVE;

ARTICLE; CATALYSIS; CATALYST; GAS CHROMATOGRAPHY; RING OPENING; SYNTHESIS; THIN LAYER CHROMATOGRAPHY;

EID: 0141425886     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1381-1169(03)00450-3     Document Type: Article

References (25)

1. C.H. Behrens, S.Y. Ko, K.B. Sharpless, F.G. Walker, J. Org. Chem. 50 (1985) 5687.
2. S. Rampalli, S.S. Chaudhari, K.G. Akamanchi, Synthesis (2000) 78.
3. (a) H. Sharghi, M.A. Nasseri, Kh. Niknam, J. Org. Chem. 66 (2001) 7287;
4. (b) H. Sharghi, M.A. Nasseri, Bull. Chem. Soc. Jpn. 76 (2003) 137.
5. (a) M. Sander, Chem. Rev. 66 (1966) 297;
6. (b) K. Jankowski, R. Harvey, Synthesis (1972) 627;
7. (c) E. Vedejs, G.A. Krafft, Tetrahedron 38 (1982) 2857;
8. (d) K. Kloc, E. Kubicz, J. Mlochowski, Heterocycles 22 (1984) 2517.
9. (a) B. Tamami, A.R. Kiasat, Synth. Commun. 26 (1996) 3953;
10. (b) N. Iranpoor, F. Kazemi, Synthesis (1996) 821;
11. (c) N. Iranpoor, F. Kazemi, Tetrahedron 33 (1997) 11377;
12. (d) N. Iranpoor, B. Zeynizadeh, Synth. Commun. 28 (1998) 3913.
13. (a) E.E. Vantamelen, J. Am. Chem. Soc. 73 (1951) 3444;
14. (b) Y. Gao, K.B. Sharpless, J. Am. Chem. Soc. 110 (1988) 7538;
15. (c) K. Kawashima, T. Eshiguro, Chem. Pharm. Bull. 26 (1978) 951;
16. (d) S.A. Vasileva, F. Minnigulov, Khim. Geterotsikl Soedin 8 (1997) 1061.
17. (a) G. Wagner-Jaurgg, Annals 87 (1949) 561;
18. (b) N. Iranpoor, G.A. Kohmareh, Phosphrous, Sulfur and Silicon 152 (1999) 135.
19. B.M. Choudary, S. Shobha, M.L. Kantam, Synth. Commun. 20 (1990) 2313.
20. C. Najera, J.M. Sansano, Tetrahedron 47 (1991) 5193.
21. A. Olszewski, P. Gros, Y. Fort, Tetrahedron Lett. 38 (1997) 8699.
22. Y. Tamura, T. Kawasaki, Y. Kita, J. Chem. Soc., Perkin Trans. 1 (1981) 1577.
23. Y. Tanabe, K. Mori, Y. Yoshida, J. Chem. Soc., Perkin Trans. 1 (1997) 671.
24. H. Sharghi, A. Hasani Nejad, Helvetica Chim. Acta 86 (2003) 408.
25. H. Sharghi, H. Naeimi, J. Chem. Res. (S) (1999) 310.