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可见光诱导的一锅法合成磺酸酯——芳基偶氮砜与醇的多组分反应

Visible-light-induced one-pot synthesis of sulfonic esters multicomponent reaction of arylazo sulfones and alcohols.

作者信息

Luu Truong Giang, Bui Tien Tan, Kim Hee-Kwon

机构信息

Department of Nuclear Medicine, Molecular Imaging & Therapeutic Medicine Research Center, Jeonbuk National University Medical School and Hospital Jeonju 54907 Republic of Korea

Department of Chemistry, Iowa State University Ames Iowa 50011 USA.

出版信息

RSC Adv. 2022 Jun 13;12(27):17499-17504. doi: 10.1039/d2ra02656b. eCollection 2022 Jun 7.

DOI:10.1039/d2ra02656b
PMID:35765441
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9190201/
Abstract

Sulfonic ester is a chemical structure common to many organic molecules, including biologically active compounds. Herein, a visible-light-induced synthetic method to prepare aryl sulfonic ester from arylazo sulfones was developed. In the present study, a one-pot reaction was carried out using arylazo sulfones, DABSO (DABCO·(SO)), and alcohols in the presence of CuI as a coupling catalyst and HCl as an additive to yield sulfonic esters multicomponent reaction. This synthetic method afforded a wide range of sulfonic esters with high yields under mild conditions.

摘要

磺酸酯是许多有机分子(包括生物活性化合物)共有的化学结构。在此,开发了一种由芳基偶氮砜制备芳基磺酸酯的可见光诱导合成方法。在本研究中,以芳基偶氮砜、DABSO(DABCO·(SO))和醇为原料,在CuI作为偶联催化剂和HCl作为添加剂的存在下进行一锅反应,以生成磺酸酯多组分反应。该合成方法在温和条件下以高产率提供了多种磺酸酯。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7146/9190201/ac410ed21d90/d2ra02656b-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7146/9190201/9fa824e09b48/d2ra02656b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7146/9190201/093380c89b12/d2ra02656b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7146/9190201/ee6075b79ecd/d2ra02656b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7146/9190201/2958f31ecd89/d2ra02656b-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7146/9190201/ac410ed21d90/d2ra02656b-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7146/9190201/9fa824e09b48/d2ra02656b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7146/9190201/093380c89b12/d2ra02656b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7146/9190201/ee6075b79ecd/d2ra02656b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7146/9190201/2958f31ecd89/d2ra02656b-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7146/9190201/ac410ed21d90/d2ra02656b-s4.jpg

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