A Commercially Available Tantalum Catalyst for the Highly Regioselective Intermolecular Hydroaminoalkylation of Styrenes

A Commercially Available Tantalum Catalyst for the Highly Regioselective Intermolecular Hydroaminoalkylation of Styrenes
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DOI:
10.1002/ejoc.201400082
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发表时间:
2014-05-01
影响因子:
2.8
通讯作者:
Doye, Sven
Doye, Sven
中科院分区:
化学3区
文献类型:
--
作者:
Doerfler, Jaika;Doye, Sven

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末端烯烃或苯乙烯的C-C键形成催化加氢氨基烷基化使得能够直接和100%原子效率合成胺,并且通常可以导致形成两种区域异构体,支链和直链产物。在此,我们报告,高产率的分子间加氢氨基烷基化反应的苯乙烯可以实现与优异的区域选择性在市售的均配催化剂pentakis(二甲氨基)钽的存在下。在所有情况下,几乎只形成支链区域异构体。
The C-C bond-forming catalytic hydroaminoalkylation of terminal alkenes or styrenes enables a direct and 100% atom-efficient synthesis of amines and can generally result in the formation of two regioisomers, the branched and the linear product. Herein, we report that high-yielding intermolecular hydroaminoalkylation reactions of styrenes can be achieved with excellent regioselectivities in the presence of the commercially available homoleptic catalyst pentakis(dimethylamino)tantalum. In all cases, the branched regioisomer is formed almost exclusively.