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通过镍催化脱氢偶联从α-2-氨基芳醇合成多取代喹啉。

Synthesis of Polysubstituted Quinolines from α-2-Aminoaryl Alcohols Via Nickel-Catalyzed Dehydrogenative Coupling.

机构信息

Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata , Mohanpur 741246, West Bengal, India.

出版信息

J Org Chem. 2018 Feb 16;83(4):2309-2316. doi: 10.1021/acs.joc.7b03198. Epub 2018 Jan 31.

Abstract

This study reports a nickel-catalyzed sustainable synthesis of polysubstituted quinolines from α-2-aminoaryl alcohols by a sequential dehydrogenation and condensation process that offers the advantages of a low catalyst loading and wide substrate scope. In contrast to earlier reported methods, this strategy allows the use of both primary as well as secondary α-2-aminoaryl alcohols in combination with either ketones or secondary alcohols for desired product formation. Using this methodology, 30 substituted quinoline derivatives were synthesized with up to 93% isolated yields.

摘要

本研究报告了一种镍催化的可持续合成多取代喹啉的方法,该方法通过顺序脱氢和缩合过程,从α-2-氨基芳醇中得到,具有催化剂用量低和底物范围广的优点。与早期报道的方法相比,该策略允许使用伯和仲α-2-氨基芳醇,与酮或仲醇组合,以形成所需产物。使用该方法,合成了 30 个取代的喹啉衍生物,产率高达 93%。

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