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利用(环戊二烯酮)铁三羰基配合物实现胺和醇之间的 C-N 键形成反应。

Use of (Cyclopentadienone)iron Tricarbonyl Complexes for C-N Bond Formation Reactions between Amines and Alcohols.

机构信息

Department of Chemistry, The University of Warwick , Coventry CV4 7AL, U.K.

Pharmaceutical Development, AstraZeneca , Silk Road Business Park, Macclesfield, Cheshire SK10 2NA, U.K.

出版信息

J Org Chem. 2017 Oct 6;82(19):10489-10503. doi: 10.1021/acs.joc.7b01990. Epub 2017 Sep 28.

DOI:10.1021/acs.joc.7b01990
PMID:28921981
Abstract

The application of a series of (cyclopentadienone)iron tricarbonyl complexes to "borrowing hydrogen" reactions between amines and alcohols was completed in order to assess their catalytic activity. The electronic variation of the aromatic groups flanking the C═O of the cyclopentadienone influenced the efficiency of the reactions; however, in other cases, the Knölker catalyst 1, containing trimethylsilyl groups flanking the cyclopentadienone ketone, gave the best results. In some cases, the change of the ratio of amine to alcohol improves the conversion significantly. The application of iron catalysts to the synthesis of a range of amines, including unsaturated amines, was investigated.

摘要

为了评估其催化活性,完成了一系列(环戊二烯酮)铁三羰基配合物在胺和醇之间“借氢”反应中的应用。芳香基团在环戊二烯酮 C=O 两侧的电子变化影响了反应的效率;然而,在其他情况下,含有环戊二烯酮酮两侧三甲基硅基的 Knölker 催化剂 1 给出了最佳结果。在某些情况下,改变胺与醇的比例可以显著提高转化率。还研究了铁催化剂在一系列胺,包括不饱和胺的合成中的应用。

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