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非均相四氯铟酸丙基鏻离子液体催化喹啉及吡啶并[3,2 - g或2,3 - g]喹啉的合成

Synthesis of Quinolines and Pyrido[3,2- g or 2,3- g]quinolines Catalyzed by Heterogeneous Propylphosphonium Tetrachloroindate Ionic Liquid.

作者信息

Azizi Mahboobeh, Nasr-Esfahani Mahboobeh, Mohammadpoor-Baltork Iraj, Moghadam Majid, Mirkhani Valiollah, Tangestaninejad Shahram, Kia Reza

机构信息

Department of Chemistry, Catalysis Division , University of Isfahan , Isfahan 81746-73441 , Iran.

Chemistry Department , Sharif University of Technology , P.O. Box 11155-3516, Tehran , Iran.

出版信息

J Org Chem. 2018 Dec 7;83(23):14743-14750. doi: 10.1021/acs.joc.8b02261. Epub 2018 Nov 15.

Abstract

This report explains an efficient method for synthesis of an array of quinolines via the reaction of 2-aminoaryl ketones with terminal and internal alkynes in the presence of propylphosphonium tetrachloroindate ionic liquid supported on nanosilica (PPInCl-nSiO) as a heterogeneous and reusable catalyst under solvent-free conditions. Inspired by this catalytic system, the first easy one-step synthesis of symmetric and unsymmetric pyrido[3,2- g or 2,3- g]quinolines was investigated through the reaction of diaroylphenylenediamines with one alkyne or two different alkynes.

摘要

本报告阐述了一种高效合成喹啉阵列的方法,该方法是在负载于纳米二氧化硅上的丙基四氯铟酸膦离子液体(PPInCl-nSiO)作为多相且可重复使用的催化剂存在下,于无溶剂条件下,通过2-氨基芳基酮与末端炔烃和内炔烃反应来实现的。受此催化体系启发,通过二芳酰基苯二胺与一种炔烃或两种不同炔烃的反应,研究了对称和不对称吡啶并[3,2-g或2,3-g]喹啉的首次简便一步合成。

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