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一种高效的一锅法简单多组分方法用于合成含二烷基苯酚的高度官能化呋喃。

An efficient one-pot and simple multicomponent approach to the synthesis of highly functionalized furans containing dialkyl phenol.

作者信息

Milani Fourogh Jalili, Nassiri Mahmoud, Salehzadeh Jaber

机构信息

Department of Marine Chemistry, Faculty of Marine Science, Chabahar Maritime University, Chabahar, Iran.

Department of Applied Chemistry, University of Mohaghegh Ardabili, Ardabil, Iran.

出版信息

Turk J Chem. 2024 Jan 31;48(1):176-183. doi: 10.55730/1300-0527.3649. eCollection 2024.

Abstract

In this study, arylglyoxals, acetylacetone, and 2,6-dimethyl phenol or 2,6-di-tert-butyl phenol are combined to efficiently synthesize a series of 1-(4-(3,5-dialkylphenyl)-2-methyl-5-phenylfuran-3-yl) ethan-1-one derivatives in excellent yields. These reactions were carried out in acetone at reflux under catalyst-free conditions in the presence of triethylamine as a base for 3 h. NMR, FT-IR, EI-MS, and elemental studies were used to characterize the products' structural characteristics. The present study has also several benefits, such as excellent yields and the ease of workup procedure, making it an appealing, practical, and acceptable one-pot method for producing functionalized derivatives of dialkyl furan.

摘要

在本研究中,芳基乙二醛、乙酰丙酮与2,6-二甲基苯酚或2,6-二叔丁基苯酚组合,以优异的产率高效合成了一系列1-(4-(3,5-二烷基苯基)-2-甲基-5-苯基呋喃-3-基)乙-1-酮衍生物。这些反应在丙酮中回流,在无催化剂条件下,以三乙胺作为碱进行3小时。使用核磁共振、傅里叶变换红外光谱、电子轰击质谱和元素分析来表征产物的结构特征。本研究还具有若干优点,如产率优异且后处理步骤简便,使其成为一种用于制备二烷基呋喃功能化衍生物的有吸引力、实用且可接受的一锅法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a035/10972570/56eaf400ab23/tjc-48-01-0176f1.jpg

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