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可见光触发及罗丹明B催化的溴代炔烃硫醇化反应:合成炔基硫醚

Visible-Light-Triggered and Rhodamine B-Catalyzed Thiolation of Bromoalkynes: Accessing Alkynyl Thioethers.

作者信息

Bai Rekha, Chiu Yu-Ling, Karmakar Indrajit, Lee Chin-Fa

机构信息

Department of Chemistry, National Chung Hsing University, Taichung City, Taiwan 402, R.O.C.

i-Center for Advanced Science and Technology (iCAST), National Chung Hsing University, Taichung City, Taiwan 402, R.O.C.

出版信息

J Org Chem. 2025 Aug 1;90(30):10880-10891. doi: 10.1021/acs.joc.5c01295. Epub 2025 Jul 23.

Abstract

A visible-light-mediated C(sp)-S -coupling of 1-haloalkynes with aryl/alkyl thiols is reported. The reaction was catalyzed by Rhodamine B under purple LED irradiation in an open-air atmosphere. Rhodamine B is a basic xanthene dye that is easily degradable and highly soluble in water. A wide range of 1-haloalkynes efficiently coupled with aryl and alkyl thiols, obtained corresponding alkynyl thioethers in moderate to excellent yields. Metal-free, room temperature, easy operation, and broad substrate scope are the salient features of the established protocol.

摘要

报道了一种可见光介导的1-卤代炔烃与芳基/烷基硫醇的C(sp)-S偶联反应。该反应在露天气氛中紫色发光二极管照射下由罗丹明B催化。罗丹明B是一种碱性呫吨染料,易于降解且高度溶于水。多种1-卤代炔烃能与芳基和烷基硫醇有效偶联,以中等至优异的产率得到相应的炔基硫醚。无金属、室温、操作简便以及底物范围广泛是该既定方法的显著特点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/49a9/12322964/93a7e279a414/jo5c01295_0001.jpg

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