Fast Titanium-Catalyzed Hydroaminomethylation of Alkenes and the Formal Conversion of Methylamine
Fast Titanium-Catalyzed Hydroaminomethylation of Alkenes and the Formal Conversion of Methylamine
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DOI：
10.1002/anie.202001111
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发表时间：
2020-03-02
影响因子：
16.6
通讯作者：
Doye, Sven
中科院分区：
文献类型：
--
作者：
Bielefeld, Jens;Doye, Sven
在过去的十年中，人们对烯烃催化加氢氨基烷基化反应的科学兴趣大大增加，但由于反应时间长达数天，这些反应一直难以成为一般实验室或工业用途的可行选择。这项工作中引入的钛基催化体系不仅将反应时间缩短了几个数量级，达到几分钟的范围，而且催化剂也被证明可以很容易地从普通起始材料中获得，成本约为每毫摩尔催化剂1欧元。我们还能够正式进行甲胺的 C-H 活化，并通过胺的甲硅烷基保护和水的简单脱保护实现与多种烯烃的偶联。
The scientific interest in catalytic hydroaminoalkylation reactions of alkenes has vastly increased over the past decade, but these reactions have struggled to become a viable option for general laboratory or industrial use because of reaction times of several days. The titanium-based catalytic system introduced in this work not only reduces the reaction time by several orders of magnitude, into the range of minutes, but the catalyst is also demonstrated to be easily available from common starting materials, at a cost of approximately 1 euro per millimole of catalyst. We were also able to formally perform C-H activation of methylamine and achieve coupling to a broad variety of alkenes, through silyl protection of the amine and simple deprotection by water.