Cleavage of epoxides into halohydrins with elemental iodine and bromine in the presence of 2,6-bis[2-(o-aminophenoxy)methyl]-4-bromo-1-methoxybenzene (BABMB) as catalyst

Tetrahedron

Volumn 58, Issue 51, 2002, Pages 10259-10261

  Niknam, Khodabakhsh ^a   Nasehi, Taibeh ^a  

^a PERSIAN GULF UNIVERSITY   (Iran)

Author keywords

Catalyst; Epoxide; Halohydrin

Indexed keywords

2,6 BIS[2 (2 AMINOPHENOXY)METHYL] 4 BROMO 1 METHOXYBENZENE; ALCOHOL; ANISOLE DERIVATIVE; BROMINE; EPOXIDE; IODINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; PRIORITY JOURNAL; RING OPENING; STEREOCHEMISTRY;

EID: 0037121848     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(02)01349-2     Document Type: Article

References (23)

1. Fiesers' Reagents for Organic Synthesis, Smith, J. G., Fieser, M., Eds.; New York, 1990; looking for: halohydrins and derivatives. (b) Bonini, C.; Righi, G. Synthesis 1994, 225. (c) Larock, R. C. Comprehensive Organic Transformations. VCH: New York, 1989; pp 508-509.
2. Fiesers' Reagents for Organic Synthesis, Smith, J. G., Fieser, M., Eds.; New York, 1990; looking for: halohydrins and derivatives. (b) Bonini, C.; Righi, G. Synthesis 1994, 225. (c) Larock, R. C. Comprehensive Organic Transformations. VCH: New York, 1989; pp 508-509.
3. Fiesers' Reagents for Organic Synthesis, Smith, J. G., Fieser, M., Eds.; New York, 1990; looking for: halohydrins and derivatives. (b) Bonini, C.; Righi, G. Synthesis 1994, 225. (c) Larock, R. C. Comprehensive Organic Transformations. VCH: New York, 1989; pp 508-509.
4. Konaklieva M.I., Dahi M.L., Turos E. Tetrahedron Lett. 33:1992;7093.
5. (a) Sharghi H., Massah A.R., Eshghi H., Niknam K. J. Org. Chem. 63:1998;1455.
6. (b) Sharghi H., Niknam K., Pooyan M. Tetrahedron. 57:2001;6057.
7. (c) Gangali M.R., Eshghi H., Sharghi H., Shamsipur M. J. Electroanal. Chem. 405:1996;177.
8. (d) Sharghi H., Massah A.R., Abedi M. Talanta. 49:1999;531.
9. Sharghi H., Nasseri M.A., Niknam K. J. Org. Chem. 66:2001;7287.
10. Dela Mare P.B.D., Bolton R. Elctrophilic Addition to Unsaturated Systems. 1996;Elsevier, Amsterdam. p 132.
11. Chini M., Crotti P., Giovani E., Macchia F., Pineschi M. Synlett. 1992;303.
12. Chini M., Crotti P., Gardelli C., Macchia F. Tetrahedron. 48:1992;3805.
13. Serguchev Y.A., Petrenko T.I. Teor. Eksp. Khim. 13:1977;705.
14. Semnani A., Shamsipur M. J. Chem. Soc., Dalton Trans. 1996;2215.
15. Nour E.M. Spectrochim. Acta A. 47:1991;473.
16. Andrews L.J., Prochaska E.S., Loewenschuss A. Inorg. Chem. 19:1980;463.
17. Lang R.P. J. Phys. Chem. 78:1974;1657.
18. Shchori E., Grodzinski J.J. J. Am. Chem. Soc. 94:1972;7957.
19. Spivey H.D., Shedlovesky T. J. Phys. Chem. 71:1967;2165.
20. Bajwa J.S., Anderson R.C. Tetrahedron Lett. 32:1991;3021.
21. Iranpoor N., Kazemi F., Salehi P. Synth. Commun. 27:1997;1247.
22. Masuda H., Takase K., Nishio M., Hasegavw A., Nishiyama Y., Ishii Y. J. Org. Chem. 59:1994;5550.
23. Guss C.O., Rosenthal R. J. Am. Chem. Soc. 77:1955;2549.