Direct Cyclization of Tertiary Aryl Amines with Iodonium Ylides

Direct Cyclization of Tertiary Aryl Amines with Iodonium Ylides
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碘叶立德直接环化叔芳胺

DOI:
10.1002/anie.201800389
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发表时间:
2018
期刊:
Angewandte Chemie International Edition
影响因子:
--
通讯作者:
Wang Yao
Wang Yao
中科院分区:
其他
文献类型:
--
作者:
Zhao Zhiguo;Luo Yongrui;Liu Shuya;Zhang Liang;Feng Lei;Wang Yao

文献摘要

被引文献

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本文描述了简单的叔芳基胺与碘钥叶立德的直接环化,得到宽范围的N-杂环。与已知的碘鎓叶立德的反应性完全不同,本文报道的发现是碘鎓叶立德能够断裂C(sp3)−H键并接受叔芳胺的两个氢原子,从而引发新的环化过程。这种转化可以在没有过渡金属催化剂的帮助下进行,并且消除了对胺的预改性或使用额外的引发剂/氧化剂的需要。
Described herein is a direct cyclization of simple tertiary aryl amines with iodonium ylides leading to a broad range of N‐heterocycles. Completely different from the known reactivity of iodonium ylides, the finding reported herein is that an iodonium ylide is capable of cleaving a C(sp3)−H bond and accepting two hydrogen atoms of a tertiary aryl amine, thus inducing a novel cyclization process. This transformation can proceed without the assistance of a transition‐metal catalyst and eliminates the need for the premodification of the amine or the use of an additional initiator/oxidant.