Oxidative Radical Arylation of Anilines with Arylhydrazines and Dioxygen from Air
Oxidative Radical Arylation of Anilines with Arylhydrazines and Dioxygen from Air
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DOI：
10.1021/jo500063r
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发表时间：
2014-03-07
影响因子：
3.6
通讯作者：
Heinrich, Markus R.
中科院分区：
文献类型：
--
作者：
Hofmann, Josefa;Jasch, Hannelore;Heinrich, Markus R.
以空气中的分子氧为氧化剂，通过芳肼盐酸盐和苯胺的两相自由基芳基化反应合成了取代的2-氨基联苯。在优化的条件下，苯胺的游离氨基官能度导致高邻位：Meta区域选择性，现在甚至对于在帕拉具有供体取代基的苯胺。最后，温和的和无金属的新途径氨基联苯被证明是适用于克规模。
Substituted 2-aminobiphenyls have been prepared from arylhydrazine hydrochlorides and anilines in biphasic radical arylation reactions with dioxygen from air as a most simple and readily available oxidant. Under optimized conditions, the free amino functionality of the aniline leads to high ortho:meta regioselectivities, now even for anilines bearing a donor substituent in the para position. Finally, the mild and metal-free new access to aminobiphenyls was shown to be applicable on a gram scale.