A facile synthesis of difluoromethylaziridines

被引:21
作者
Mae, M [1 ]
Matsuura, M [1 ]
Amii, H [1 ]
Uneyama, K [1 ]
机构
[1] Okayama Univ, Fac Engn, Dept Appl Chem, Okayama 7008530, Japan
关键词
aziridines; enamines; imines; amino acid and derivatives; ylides;
D O I
10.1016/S0040-4039(02)00205-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Difluoromethylaziridines were synthesized by the reaction of dimethylsulfonium methylide with difluoroenamines which were easily prepared from trifluoromethylimines by magnesium-promoted defluorosilylation. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2069 / 2072
页数:4
相关论文
共 25 条
[1]   A novel procedure for the synthesis of aziridines: application of Simmons-Smith reagents to aziridination [J].
Aggarwal, VK ;
Stenson, RA ;
Jones, RVH ;
Fieldhouse, R ;
Blacker, J .
TETRAHEDRON LETTERS, 2001, 42 (08) :1587-1589
[2]  
AGGARWAL VK, 2001, ANGEW CHEM INT EDIT, V40, P1443
[3]   Difluorinated Danishefsky's diene:: A versatile C4 building block for the fluorinated six-membered rings [J].
Amii, H ;
Kobayashi, T ;
Terasawa, H ;
Uneyama, K .
ORGANIC LETTERS, 2001, 3 (20) :3103-3105
[4]   Mg0-promoted selective C-F bond cleavage of trifluoromethyl ketones:: a convenient method for the synthesis of 2,2-difluoro enol silanes [J].
Amii, H ;
Kobayashi, T ;
Hatamoto, Y ;
Uneyama, K .
CHEMICAL COMMUNICATIONS, 1999, (14) :1323-1324
[5]   New C-F bond-cleavage route for the synthesis of octafluoro[2.2]paracyclophane [J].
Amii, H ;
Hatamoto, Y ;
Seo, M ;
Uneyama, K .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (21) :7216-7218
[6]  
Amii H, 2000, SYNTHESIS-STUTTGART, P2001
[7]   Synthesis and biological activity of β-fluoroalkyl β-amino alcohols [J].
Bravo, P ;
Crucianelli, M ;
Ono, T ;
Zanda, M .
JOURNAL OF FLUORINE CHEMISTRY, 1999, 97 (1-2) :27-49
[8]   DIMETHYLOXOSULFONIUM METHYLIDE ((CH3)2SOCH2) AND DIMETHYLSULFONIUM METHYLIDE ((CH3)2SCH2) FORMATION AND APPLICATION TO ORGANIC SYNTHESIS [J].
COREY, EJ ;
CHAYKOVSKY, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (06) :1353-+
[9]  
Dibari C., 1986, ANN INTERN MED, V105, P83
[10]  
Filler R., 1993, ORGANOFLUORINE COMPO