Synthesis 2021; 53(09): 1619-1628
DOI: 10.1055/s-0040-1706000
paper

Regioselective Oxidative Cross-Coupling Reaction: Synthesis of Imidazo[1,2-a]pyridine Fluorophores

Authors

  • Xianglong Chu

    a   School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. of China
  • Yadi Niu

    a   School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. of China
  • Xiaodong Wang

    b   Shandong Analysis and Test Center, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, P. R. of China
  • Yunliang Lin

    b   Shandong Analysis and Test Center, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, P. R. of China
  • Fuwei Li

    b   Shandong Analysis and Test Center, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, P. R. of China
  • Chen Ma

    a   School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. of China

The National Natural Science Foundation of China (No. 21572117) and the Key Technology Research and Development Program of Shandong­ (Nos. 2019JZZY021015 and 2019GHY112053) provided funding.


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Abstract

A rapid access to a series of N-heteroarene fluorophores has been developed on the basis of the palladium-catalyzed direct oxidative C–H/C–H coupling of imidazo[1,2-a]pyridines with thiophenes/furans. The photophysical properties–structure relationship was systematically investigated. The resulting N-heteroarene fluorophores present color-tunable emissions (λem: 431–507 nm in CH2Cl2) and high fluorescence quantum yields (up to 91% in CH2Cl2).

Supporting Information



Publikationsverlauf

Eingereicht: 14. Oktober 2020

Angenommen nach Revision: 21. November 2020

Artikel online veröffentlicht:
04. Januar 2021

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