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锰(II)氯化物或溴代五羰基锰(I)催化的胺与醇的烷基化反应。

-Alkylation of Amines with Alcohols Catalyzed by Manganese(II) Chloride or Bromopentacarbonylmanganese(I).

机构信息

Department of Chemistry, College of Science, China University of Petroleum (East China), Qingdao, Shandong 266580, China.

出版信息

J Org Chem. 2021 Feb 5;86(3):2254-2263. doi: 10.1021/acs.joc.0c02407. Epub 2021 Jan 26.

DOI:10.1021/acs.joc.0c02407
PMID:33494595
Abstract

A manganese-catalyzed -alkylation reaction of amines with alcohols via hydrogen autotransfer strategy has been demonstrated. The developed practical catalytic system including an inexpensive, nontoxic, commercially available MnCl or MnBr(CO) as the metal salt and triphenylphosphine as a ligand provides access to diverse aromatic, heteroaromatic, and aliphatic secondary amines in moderate-to-high yields. In addition, this operationally simple protocol is scalable to the gram level and suitable for synthesizing heterocycles such as indole and resveratrol-derived amines known to be active for Alzheimer's disease.

摘要

本文报道了一种通过氢转移策略实现的锰催化胺与醇的 -烷基化反应。所开发的实用催化体系包括一种廉价、无毒、市售的 MnCl2 或 MnBr(CO)5 作为金属盐和三苯基膦作为配体,可中等至高收率地获得各种芳香族、杂芳香族和脂肪族仲胺。此外,该操作简单的方法可扩大至克级规模,并适用于合成吲哚和白藜芦醇衍生的胺等杂环化合物,这些化合物已知对阿尔茨海默病具有活性。

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