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使用聚醚砜磺酸催化合成呋喃-2-酮和螺[呋喃-2,3'-吲哚啉]衍生物。

Synthesis of furan-2-ones and spiro[furan-2,3'-indoline] derivatives using polyether sulfone sulfamic acid catalysis.

作者信息

Khatami Seyed-Mola, Khalaj Mehdi, Zarandi Maryam, Zeynali Taha, Shahvelayati Ashraf S

机构信息

Department of Chemical Industry, Technical and Vocational University (TVU), Tehran, Iran.

Department of Chemistry, Islamic Azad University, Buinzahra Branch, Buinzahra, Iran.

出版信息

Sci Rep. 2024 Oct 29;14(1):26008. doi: 10.1038/s41598-024-76707-0.

DOI:10.1038/s41598-024-76707-0
PMID:39472638
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11522323/
Abstract

Polyether sulfone sulfamic acid (PES-NHSOH) was prepared by simple sulfonation of a modified polyether sulfone. The number of acidic sites (SOH) was determined to be 4.23 mmol H/g by acid-base titration and 4.29 mmol H/g by barium sulfate test. PES-NHSOH was used as an efficient acidic catalytic system for the preparation of functionalized furan-2-ones and 2',5-dioxo-5 H-spiro[furan-2,3 ' -indoline]-3-carboxylate derivatives via the three-component reaction of anilines, aldehydes/1-ethylindoline-2,3-dione, and diethyl acetylene dicarboxylate in high yields (85-97%). The effect of polar and non-polar solvents on the productivity of the reaction was investigated. The catalyst was recovered 11 times without losses in catalytic potential.

摘要

聚醚砜磺酸(PES-NHSOH)通过对改性聚醚砜进行简单磺化制备而成。通过酸碱滴定法测定酸性位点(SOH)的数量为4.23 mmol H/g,通过硫酸钡测试法测定为4.29 mmol H/g。PES-NHSOH用作高效酸性催化体系,通过苯胺、醛/1-乙基吲哚-2,3-二酮和乙炔二羧酸二乙酯的三组分反应,以高收率(85-97%)制备官能化的呋喃-2-酮和2',5-二氧代-5H-螺[呋喃-2,3'-吲哚]-3-羧酸酯衍生物。研究了极性和非极性溶剂对反应产率的影响。该催化剂可回收11次,催化活性无损失。

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