可见光诱导烯烃串联加成环化合成多氟烷基化异喹啉二酮

doi:10.11944/j.issn.1000-0518.2016.06.150317

摘要/Abstract

摘要：

发展了一种可见光诱导的活泼烯烃与全氟碘代烷串联加成环化合成多氟异喹啉二酮的反应。在可见光诱导下,多种N-丙烯酰基-N-丁基苯甲酰胺衍生物与全氟碘代烷发生自由基串联加成环化反应,以54%~80%的产率合成了一系列的多氟取代异喹啉二酮衍生物。为具有潜在药用价值的多氟取代异喹啉二酮合成提供了一条高效、条件温和、绿色的新途径。

关键词: 可见光诱导, C-H环化, 全氟烷基碘, 多氟取代异喹啉二酮

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

邓佑林, 唐石, 张倩, 王琼, 彭梦璐, 于丽敏. 可见光诱导烯烃串联加成环化合成多氟烷基化异喹啉二酮[J]. 应用化学, 2016, 33(6): 685-692.

DENG Youlin, TANG Shi, ZHANG Qian, WANG Qiong, PENG Menglu, YU Limin. Visible-light-induced Cascade Addition Cyclization of Alkenes Toward Perfluoroalkylated Isoquinolinediones[J]. Chinese Journal of Applied Chemistry, 2016, 33(6): 685-692.

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