Bromamine-T: A superior source of nitrene for aziridination of olefins

Tetrahedron Letters

Volumn 39, Issue 26, 1998, Pages 4715-4716

  Vyas, Renu ^a   Chanda, Bhanu M ^a   Bedekar, Ashutosh V ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

Aziridines; Bromamine T; Copper catalyzed

Indexed keywords

ALKENE; AZIRIDINE DERIVATIVE; BROMINE DERIVATIVE; COPPER; TOSYLCHLORAMIDE SODIUM;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; OXIDATION; STOICHIOMETRY;

EID: 0032565930     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00864-8     Document Type: Article

References (18)

1. 1. Tanner D. Angew. Chem. Int. Ed. Engl. 1994;33:599.
2. 2. a) Evans DA, Faul MM, Bilodeau MT. J. Org. Chem. 1991;56:6744.
3. b) Evans DA, Faul MM, Bilodeau MT. J. Am. Chem. Soc. 1994;116:2742.
4. c) Evans DA, Faul MM, Bilodeau MT, Anderson BA, Barnes DM. J. Am. Chem. Soc. 1993;115:5328.
5. d) Li Z, Conser KR, Jacobsen EN. J. Am. Chem. Soc, 1993;115:5326.
6. e) Tanner D, Andersson PG, Harden A, Somfai P. Tetrahedron Lett. 1994;35:4631.
7. f) Södergren MJ, Alonso DA, Bedekar AV, Andersson PG. Tetrahedron Lett. 1997;38:6897.
8. 3. a) Mansuy D, Mahy J-P, Oureault A, Bedi G, Battioni P. J. Chem. Soc., Chem. Commun. 1984:1161.
9. b) Mahy J-P, Bedi G, Battioni P, Mansuy D. Tetrahedron Lett. 1988;29:1927.
10. c) O'Connor KJ, Wey S-J, Burrows CJ. Tetrahedron Lett. 1992;33:1001.
11. d) Noda K, Hosoya N, Irie R, Ito Y, Katsuki T. Synlett 1993:469.
12. e) Nishikori H, Katsuki T. Tetrahedron Lett. 1995;36:295.
13. f) Nishikori H, Katsuki T. Tetrahedron Lett. 1996;37:9245.
14. 4. Ando T, Minakata S, Ryu I, Komatsu M. Tetrahedron Lett. 1998;39:309.
15. 5. a) Nair CGR, Indrasenan P. Talanta 1976;23:239.
16. b) Nair CGN, Lalithakumari R, Senan PI. Talanta 1978;25:525.
17. 6. Mahadevappa DS, Ananda S, Murthy ASA, Rangappa KS. Tetrahedron 1984;40:1673.
18. 7. Preparation of Bromamine-T: An aqueous solution of chloramine-T trihydrate was treated with bromine (3 eq.) at room temperature. Precipitated dibromamine-T was added portion wise to aqueous NaOH (3.3 eq.) over an hour. The pale yellow crystals of Bromamine-T were filtered, washed with water and vacuum dried at 80 °C.