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Copper-Catalyzed Radical Cascade Cyclization To Access 3-Sulfonated Indenones with the AIE Phenomenon.

Xiao-Lan ChenXiao-Lan ChenShi-Jun LiDong-Hui WeiXiao-Ceng LiuYin-Li ZhangYan LiuLu-Lu FanLing-Bo QuBing YuKai LiYuan-Qiang SunYu-Fen Zhao
Published in: The Journal of organic chemistry (2018)
An efficient copper-catalyzed radical cascade cyclization strategy was developed, by which a wide variety of 3-sulfonyl substituted indenones were prepared in one pot via reaction of 2-alkynylbenzonitriles with sulfonyl hydrazides in the presence of TBHP and CuI under mild reaction conditions. Much more importantly, the 3-sulfonyl indenones, synthesized through our newly developed copper-catalyzed radical cascade cyclization strategy, were found to own typical aggregation-induced emission (AIE) properties, showing orange to red emission with large Stokes shift (more than 135 nm). In addition, such newly found AIEgens could be successfully used in live cell imaging, exhibiting excellent biocompatibility and application potential.
Keyphrases
  • fluorescent probe
  • living cells
  • high resolution
  • photodynamic therapy
  • molecular docking
  • risk assessment
  • solid state
  • single molecule
  • electron transfer