N-tosylaziridine, a new substrate for chemical fixation of carbon dioxide via ring expansion reaction under atmospheric pressure

被引:63
作者
Sudo, A
Morioka, Y
Sanda, F
Endo, T [1 ]
机构
[1] Yamagata Univ, Fac Engn, Dept Polymer Sci & Engn, Yamagata 9928510, Japan
[2] Kinki Univ, Mol Engn Inst, Fukuoka 8208555, Japan
[3] Tokyo Inst Technol, Chem Resources Lab, Midori Ku, Yokohama, Kanagawa 2268503, Japan
[4] Kyoto Univ, Grad Sch Engn, Dept Polymer Chem, Sakyo Ku, Kyoto 6068501, Japan
关键词
aziridine; cycloaddition; carbon dioxide; atmospheric pressure; carbon disulfide;
D O I
10.1016/j.tetlet.2003.12.052
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Al-Tosvlaziridine was found to be a useful substrate for cycloaddition reaction with carbon dioxide. The reaction was successfully catalyzed by lithium bromide under atmospheric pressure to give the corresponding five-membered cyclic urethane, N-tosyl-1,3-oxazolidin-2-one. selectively. It was found that electron-donating nature of the substituent at 2-position of N-tosylaziridine accelerated the reaction, and this tendency allowed Lis to estimate the reaction mechanism. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1363 / 1365
页数:3
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