Pyridinium hydrobromide perbromide: A versatile catalyst for aziridination of olefins using Chloramine-T

被引:77
作者
Ali, SI [1 ]
Nikalje, MD [1 ]
Sudalai, A [1 ]
机构
[1] Natl Chem Lab, Div Proc Dev, Pune 411008, Maharashtra, India
关键词
D O I
10.1021/ol9900966
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Pyridinium hydrobromide perbromide (Py . HBr3) catalyzes effectively the aziridination of electron deficient as well as electron rich olefins using Chloramine T (N-chloro-N-sodio-p-toluenesulfonamide) as a nitrogen source to afford the corresponding aziridines in moderate to good yields.
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页码:705 / 707
页数:3
相关论文
共 29 条
[1]   A simple copper catalyst for both aziridination of alkenes and amination of activated hydrocarbons with chloramine-T trihydrate [J].
Albone, DP ;
Aujla, PS ;
Taylor, PC ;
Challenger, S ;
Derrick, AM .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (25) :9569-9571
[2]   Iodine-catalyzed aziridination of alkenes using chloramine-T as a nitrogen source [J].
Ando, T ;
Kano, D ;
Minakata, S ;
Ryu, I ;
Komatsu, M .
TETRAHEDRON, 1998, 54 (44) :13485-13494
[3]   REACTIONS OF RELEVANCE TO CHEMISTRY OF AMINOGLYCOSIDE ANTIBIOTICS .9. NEW REAGENTS FOR AMINATION OF ETHYLENIC LINKAGE [J].
BARTON, DHR ;
BRITTENKELLY, MR ;
FERREIRA, D .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (09) :1090-1100
[4]  
BREMNER DH, 1985, SYNTHETIC REAGENTS, V6, P9
[5]   Lewis acid-catalyzed synthesis of aziridines [J].
Casarrubios, L ;
Perez, JA ;
Brookhart, M ;
Templeton, JL .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (24) :8358-8359
[6]  
Deyrup J. A., 1983, CHEM HETEROCYCLIC CO, V42
[7]   ASYMMETRIC-SYNTHESIS OF THE SQUALENE SYNTHASE INHIBITOR ZARAGOZIC ACID-C [J].
EVANS, DA ;
BARROW, JC ;
LEIGHTON, JL ;
ROBICHAUD, AJ ;
SEFKOW, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (26) :12111-12112
[8]  
FIESER, 1957, LF EXPT ORGANIC CHEM, P65
[9]   SYNTHESIS AND STRUCTURAL STUDIES OF IRON(II) AND IRON(III) SULFONATES [J].
HAYNES, JS ;
SAMS, JR ;
THOMPSON, RC .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1981, 59 (04) :669-678
[10]   Bromine-catalyzed aziridination of olefins. A rare example of atom-transfer redox catalysis by a main group element [J].
Jeong, JU ;
Tao, B ;
Sagasser, I ;
Henniges, H ;
Sharpless, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (27) :6844-6845