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通过钌催化腈的还原实现伯胺的实用且温和的合成。

A practical and benign synthesis of primary amines through ruthenium-catalyzed reduction of nitriles.

作者信息

Enthaler Stephan, Junge Kathrin, Addis Daniele, Erre Giulia, Beller Matthias

机构信息

Massachusetts Institute of Technology, Department of Chemistry, 77 Massachusetts Avenue, Cambridge, MA 02139 , USA.

出版信息

ChemSusChem. 2008;1(12):1006-10. doi: 10.1002/cssc.200800185.

Abstract

The catalytic hydrogenation of nitriles represents an atom-economic and valuable route to amines. In the present study, the ruthenium-catalyzed hydrogenation of various organic nitriles to give primary amines has been examined in detail. Straightforward ruthenium complexes modified by cheap and widely available triphenylphosphine allow for the efficient and general reduction of various aryl, alkyl, and heterocyclic nitriles. By using a practical in situ catalyst composed of [Ru(cod)(methylallyl(2))] and PPh(3), excellent yields and chemoselectivity were achieved. Moreover, the catalyst system displays broad functional group tolerance.

摘要

腈的催化氢化是一种原子经济且有价值的制备胺的途径。在本研究中,已详细考察了钌催化各种有机腈氢化生成伯胺的反应。由廉价且广泛可得的三苯基膦修饰的简单钌配合物能够高效且普遍地还原各种芳基、烷基和杂环腈。通过使用由[Ru(cod)(methylallyl(2))]和PPh(3)组成的实用原位催化剂,可实现优异的产率和化学选择性。此外,该催化剂体系对官能团具有广泛的耐受性。

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