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1,6-烯炔与芳基磺酰溴的可见光引发无催化剂自由基环化反应以组装磺化/溴化琥珀酰亚胺衍生物

Visible-Light-Initiated Catalyst-Free Radical Annulation Reactions of 1,6-Enynes and Aryl Sulfonyl Bromide to Assemble Sulfonation/Bromination Succinimide Derivatives.

作者信息

Guo Yu, Liao Hailin, Pan Mei, Zhao Congcong, Qian Yuliang, Liu Xiaoqin, Rong Liangce

机构信息

Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, Jiangsu 221116, P. R. China.

出版信息

J Org Chem. 2024 Mar 15;89(6):3857-3867. doi: 10.1021/acs.joc.3c02693. Epub 2024 Feb 22.

Abstract

In the present study, the environment-friendly visible-light-promoted strategy is used to perform an efficient, simple, and straightforward photocatalytic succinimide derivative synthesis from the reaction of 1,6-enynes and aryl sulfonyl bromide at room temperature under air ambient conditions. This method features mild conditions, broad substrate scope, high yields, and excellent configurational selectivity. In addition, all the atoms of the substrates involved in the reaction converge in the product structures, showing a high atomic economy. Moreover, the most important characteristic of this study is that no photocatalyst and additives are used, while the key factor that triggers the reaction is visible light, indicating that this study has an important practical value.

摘要

在本研究中,采用环境友好的可见光促进策略,在室温及空气环境条件下,通过1,6-烯炔与芳基磺酰溴的反应高效、简便且直接地进行光催化琥珀酰亚胺衍生物的合成。该方法具有条件温和、底物范围广、产率高以及构型选择性优异的特点。此外,反应中涉及的底物的所有原子都汇聚到产物结构中,显示出高原子经济性。而且,本研究最重要的特点是不使用光催化剂和添加剂,而触发反应的关键因素是可见光,这表明本研究具有重要的实际价值。

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