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通过镍催化硫代苯甲酸酐与炔烃的环加成反应从二取代硫代色酮衍生出的新型荧光骨架

A Novel Fluorescent Skeleton from Disubstituted Thiochromenones via Nickel-Catalyzed Cycloaddition of Sulfobenzoic Anhydrides with Alkynes.

作者信息

Mi Pengbing, He Lirong, Shen Tanxiao, Sun Jing Zhi, Zhao Hui

机构信息

Institute of Fundamental and Frontier Sciences , University of Electronic Science and Technology of China , Chengdu 610054 , China.

MOE Key Laboratory of Macromolecular Synthesis & Functionalization, Department of Polymer Science & Engineering , Zhejiang University , Hangzhou 310027 , China.

出版信息

Org Lett. 2019 Aug 16;21(16):6280-6284. doi: 10.1021/acs.orglett.9b02161. Epub 2019 Aug 5.

Abstract

Nickel-catalyzed cycloaddition of alkynes and 2-sulfobenzoic anhydrides gives highly functionalized thiochromenones. The reaction undergoes a deoxygenative rather than decarbonylative pathway and shows advantages of an excellent isolated yield (up to 95%), high reaction efficiency, and high regioselectivity. As one of the resulted products, 2,3-di(triphenylamine)-thiolchromenone possesses a typical aggregation-induced emission property and emits efficient near-infrared fluorescence.

摘要

镍催化的炔烃与2-磺基苯甲酸酐的环加成反应可生成高度官能化的硫代色烯酮。该反应经历的是脱氧途径而非脱羰途径,具有分离产率优异(高达95%)、反应效率高和区域选择性高的优点。作为所得产物之一,2,3-二(三苯胺)-硫代色烯酮具有典型的聚集诱导发光性质,并能发出高效的近红外荧光。

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