New methods for the synthesis of heterocyclic compounds

被引:8
作者
Caiazzo, A
Dalili, S
Picard, C
Sasaki, M
Siu, T
Yudin, AK
机构
[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada
[2] Ylektra Inc, Toronto, ON M5J 1V6, Canada
关键词
D O I
10.1351/pac200476030603
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Due to frequent occurrence of nitrogen-containing groups among the biologically active compounds, chemoselective functionalization of organic molecules with nitrogen-containing functional groups is an important area of organic synthesis. We have proposed and implemented a new strategy toward design of nitrogen-transfer reactions on inert electrode surfaces with a particular focus on the generation and trapping of highly reactive nitrogen-transfer agents. A wide range of structurally dissimilar olefins can be readily transformed into the corresponding aziridines. The resulting aziridines are precursors to a range of catalysts via nucleophilic ring-opening with diaryl- and dialkyl phosphines. Another strategy explored in the context of oxidative nitrogen transfer is cycloamination of olefins using NH aziridines.
引用
收藏
页码:603 / 613
页数:11
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