SONOCHEMICAL CLEAVAGE OF 2-(BROMOMETHYL)AZIRIDINES BY A ZINC-COPPER COUPLE

被引:47
作者
DEKIMPE, N
JOLIE, R
DESMAELE, D
机构
关键词
D O I
10.1039/c39940001221
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
1-Alkyl- and 1-arylmethyl-2-(bromomethyl)aziridines are readily cleaved by the sonochemical zinc-copper couple in aqueous methanol at room temp. to afford allylamines.
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页码:1221 / 1222
页数:2
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共 11 条
[1]   RADICAL-INDUCED RING-OPENING OF EPOXIDES - A CONVENIENT ALTERNATIVE TO THE WHARTON REARRANGEMENT [J].
BARTON, DHR ;
MOTHERWELL, RSH ;
MOTHERWELL, WB .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (08) :2363-2367
[2]  
Beckwith A. L. J., 1980, REARRANGEMENTS GROUN
[3]   AZIRIDINEMETHANOLS [J].
DEYRUP, JA ;
MOYER, CL .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (10) :3424-&
[4]   PYRROLIDINES AND ALLYLIC AMINES FROM RADICAL-INDUCED CLEAVAGE OF AZIRIDINES [J].
DICKINSON, JM ;
MURPHY, JA .
TETRAHEDRON, 1992, 48 (07) :1317-1326
[5]   FREE RADICAL-MEDIATED RING EXPANSION AND RELATED ANNULATIONS [J].
DOWD, P ;
ZHANG, W .
CHEMICAL REVIEWS, 1993, 93 (06) :2091-2115
[6]   1-ALKENYLCYCLOALKOXY RADICAL CHEMISTRY - A 2-CARBON RING EXPANSION METHODOLOGY [J].
GALATSIS, P ;
MILLAN, SD ;
FABER, T .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (05) :1215-1220
[7]   FREE-RADICAL CYCLIZATION OF UNSATURATED EPOXIDES [J].
GASH, RC ;
MACCORQUODALE, F ;
WALTON, JC .
TETRAHEDRON, 1989, 45 (17) :5531-5538
[8]   CYCLIZATIONS OF ALLYLOXY RADICALS [J].
JOHNS, A ;
MURPHY, JA .
TETRAHEDRON LETTERS, 1988, 29 (07) :837-840
[9]   A NEW SYNTHESIS OF ALPHA-DAMASCONE AND BETA-DAMASCONE FROM THE IONONES [J].
SARANDESES, LA ;
LUCHE, JL .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (09) :2757-2760
[10]   CLEAVAGE OF 2,3-EPOXYALKYLHALIDES BY THE SONOCHEMICAL ZINC COPPER COUPLE [J].
SARANDESES, LA ;
MOURINO, A ;
LUCHE, JL .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (12) :818-820