GENERATION OF N-ACYL IMINIUM IONS FROM IONIZATION-REARRANGEMENT REACTIONS OF N-TRIFLYLOXY AMIDES

被引:15
作者
HOFFMAN, RV
NAYYAR, NK
SHANKWEILER, JM
KLINEKOLE, BW
机构
[1] Department of Chemistry, Biochemistry New Mexico State University Las Cruces
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(00)76872-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Triflyloxy amides undergo ionization in refluxing isopropanol to give N-acyliminium ions which can be trapped by addition of allyltrimethylsilane to the reaction mixture. Alternatively they can be converted to N-(isopropoxy)alkyl amides and then back to N-acyliminium ions under a variety of conditions.
引用
收藏
页码:3231 / 3234
页数:4
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