Chinese Journal of Applied Chemistry ›› 2016, Vol. 33 ›› Issue (6): 685-692.DOI: 10.11944/j.issn.1000-0518.2016.06.150317

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Visible-light-induced Cascade Addition Cyclization of Alkenes Toward Perfluoroalkylated Isoquinolinediones

DENG Youlin,TANG Shi(),ZHANG Qian,WANG Qiong,PENG Menglu,YU Limin   

  1. College of Chemistry and Chemical Engineering,Jishou University,Jishou,Hu'nan 416000,China
  • Received:2015-08-31 Accepted:2015-12-14 Published:2016-06-01 Online:2016-06-01
  • Contact: TANG Shi
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21462017), Aid Program(Environment and Energy Materials and Deep Processing of Mineral Resources in Wuling Mountain) for Science and Technology Innovative Research Team in Higher Educational Instituions of Hunan Province, the School-level Scientific Research Project of Jishou University(No.15JDY001)

Abstract:

A visible-light-induced radical cascade addition cyclization reaction of activated alkenes with perfluoroalkyl iodide toward perfluorinated isoquinolinediones was developed. By visible-light photoredox catalysis, various N-alkyl-N-methacryloyl benamides underwent radical cyclization smoothly and afforded a series of synthetically important perfluorinated isoquinolinediones in 54%~80% yields. This work provides a highly efficient, mild condition, “green” means to pharmaceutically important perfluorinated isoquinolinediones.

Key words: visible-light-induced, C-H cyclization, perfluoroalkyl iodides, perfluorinated isoquinolinedione