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

Author

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

Subjects
010405 organic chemistry, Organic Chemistry, Regioselectivity, chemistry.chemical_element, 010402 general chemistry, Triphenylamine, 01 natural sciences, Biochemistry, Combinatorial chemistry, Fluorescence, Cycloaddition, 0104 chemical sciences, Catalysis, Nickel, chemistry.chemical_compound, chemistry, Yield (chemistry), Physical and Theoretical Chemistry
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.

Published
2019

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