环境友好碱有机催化一锅法区域选择性合成新型3,6-二芳基-4-甲基哒嗪

doi:10.1016/S1872-2067(15)61060-9

催化学报 ›› 2016, Vol. 37 ›› Issue (4): 517-525.DOI: 10.1016/S1872-2067(15)61060-9

环境友好碱有机催化一锅法区域选择性合成新型3,6-二芳基-4-甲基哒嗪

Mehdi Rimaz, Farkhondeh Aali

帕亚莫·努尔大学化学系, 德黑兰19395-3697, 伊朗

收稿日期:2016-01-07 修回日期:2016-01-29 出版日期:2016-03-30 发布日期:2016-03-30
通讯作者: Mehdi Rimaz

An environmentally-friendly base organocatalyzed one-pot strategy for the regioselective synthesis of novel 3,6-diaryl-4-methylpyridazines

Mehdi Rimaz, Farkhondeh Aali

Department of Chemistry, Payame Noor University, PO Box 19395-3697, Tehran, Iran

Received:2016-01-07 Revised:2016-01-29 Online:2016-03-30 Published:2016-03-30
Contact: Mehdi Rimaz

摘要/Abstract

摘要：

报道了一种新型三组分反应策略用于区域选择性合成一系列三取代的哒嗪, 即于水中进行DABCO催化的苯丙酮、芳香乙二醛一水合物和水合肼三组分缩合反应. 该法提供了一种绿色便利的一锅法制备各种芳基取代的3,6-二芳基-4-甲基哒嗪, 它以水为溶剂, DABCO为绿色碱有机催化剂, 具有高区域选择性、操作简便、产物收率高和后处理简单等优点.

关键词: 1,4-二氮杂二环[2.2.2]辛烷, 苯丙酮, 芳香乙二醛一水合物, 哒嗪

Abstract:

This report describes a new three-component strategy for the regioselective synthesis of a series of tri-substituted pyridazines via a 1,4-diazabicyclo[2.2.2]octane (DABCO)-catalyzed condensation of propiophenones, arylglyoxalmonohydrates and hydrazine hydrate in water. This method provides a green and convenient one-pot route toward a diverse set of 3,6-diaryl-4-methylpyridazines bearing various aryl substituents. This procedure is highly regioselective, operationally simple, uses water as a safe, environmentally friendly solvent, and DABCO as a green base-organocatalyst, and affords good to excellent yields of products.

Key words: 1,4-Diazabicyclo[2.2.2]octane (DABCO), Propiophenone, Arylglyoxalmonohydrate, Pyridazine

Mehdi Rimaz, Farkhondeh Aali. 环境友好碱有机催化一锅法区域选择性合成新型3,6-二芳基-4-甲基哒嗪[J]. 催化学报, 2016, 37(4): 517-525.

Mehdi Rimaz, Farkhondeh Aali. An environmentally-friendly base organocatalyzed one-pot strategy for the regioselective synthesis of novel 3,6-diaryl-4-methylpyridazines[J]. Chinese Journal of Catalysis, 2016, 37(4): 517-525.

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环境友好碱有机催化一锅法区域选择性合成新型3,6-二芳基-4-甲基哒嗪

An environmentally-friendly base organocatalyzed one-pot strategy for the regioselective synthesis of novel 3,6-diaryl-4-methylpyridazines

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