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

Authors :
Lirong He
Tanxiao Shen
Jing Zhi Sun
Hui Zhao
Mi Pengbing
Source :
Organic Letters. 21:6280-6284
Publication Year :
2019
Publisher :
American Chemical Society (ACS), 2019.

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.

Details

ISSN :
15237052 and 15237060
Volume :
21
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....52ab1c0784fcd28ba366453d6425bd1b