Preparation of new 2,4-disubstituted oxazoles from N-acylaziridines

被引:27
作者
Eastwood, FW [1 ]
Perlmutter, P [1 ]
Yang, Q [1 ]
机构
[1] MONASH UNIV,DEPT CHEM,CLAYTON,VIC 3168,AUSTRALIA
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 01期
关键词
D O I
10.1039/a604091h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The efficiency of the ring enlargement of 2-substituted N-acylaziridines to dihydrooxazoles followed by nickel peroxide oxidation to give 2,4-disubstituted oxazoles as a synthetic route is examined, Sodium iodide-promoted ring enlargements work well for N-acylaziridines bearing electron-donating 2-substituents. For N-acylaziridines bearing electron-withdrawing 2-substituents, the best results are obtained using acid-promoted rearrangement.
引用
收藏
页码:35 / 42
页数:8
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