Transition metal-catalyzed synthesis and reactivity of N-alkenyl aziridines
Transition metal-catalyzed synthesis and reactivity of N-alkenyl aziridines
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DOI：
10.1021/ol050094n
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发表时间：
2005-03-17
期刊：
影响因子：
5.2
通讯作者：
Yudin, AK
中科院分区：
文献类型：
--
作者：
Dalili, S;Yudin, AK
[图解]发展了钯催化的氮杂环丙烷与烯基卤化物的烯基化反应以及铜催化的氮杂环丙烷与烯基硼酸的烯基化反应的直接方法。这一方法为需要活化烯基卤化物和乙炔的已知方法提供了有吸引力的替代方法。合成了多种不含吸电子取代基的N-烯基氮杂环丙烷类化合物，如氰基和砜。此外，这些N-烯基氮杂环丙烷表现出与传统烯胺完全不同的反应性，这一点从它们的反应性中得到了证明。
[GRAPHICS]Straightforward methods for palladium-catalyzed alkenylation of aziridines with alkenyl halides and copper-catalyzed alkenylation of aziridines with alkenyl boronic acids have been developed. This methodology offers attractive alternatives to the known methods requiring activated alkenyl halides and acetylenes. A wide variety of N-alkenyl aziridines containing substituents other than electron-withdrawing substituents such as cyano groups and sulfones have been synthesized in good yields. Furthermore, these N-alkenyl aziridines exhibit quite a different reactivity from conventional enamines, as demonstrated by their reactivity.