应用化学2017,Vol.34Issue(11):1287-1294,8.DOI:10.11944/j.issn.1000-0518.2017.11.170054
可见光诱导的共轭磺酰胺串联脱砜/环化反应
Visible Light Induced Desulfonylative Annulation Cascade of N-Sulfonylmethacrylamides
摘要
Abstract
A visible light induced desulfonylative cyclization cascade of N-sulfonylmethacrylamides toward perfluoroalkylated oxindoles and α-arylamides was developed. Under light-emitting diode(LED)irradiation,in the presence of fac-tris-2-phenylpyridine iridium(Ⅲ)(fac-Ir(ppy)3 )and perfluoroalkyl iodides or bromides,N-butyl-N-(tolylsulfonyl )methacrylamides underwent tandem radical addition/β-arylmigration/desulfonylation to construct two-fold of C—C bonds in single step,leading to a series of perfluoroalkylated oxindoles andα-aryl-β-perfluoroalkyl amide in 41% ~78% yield. This mild catalytic protocol exhibits a broad substrate scope and therefore,provides a green and efficient approach to fluorinated oxindoles with potential biological activities.关键词
共轭苯磺酰胺/全氟烷基化/串联环化/光催化/吲哚酮Key words
N-sulfonylmethacrylamides/perfluoroalkylation/cascade cyclization/photoredox catalysis/oxindoles分类
化学化工引用本文复制引用
李增增,袁莉,王良能,王硕文,余健,夏绿露,邓佑林,唐石..可见光诱导的共轭磺酰胺串联脱砜/环化反应[J].应用化学,2017,34(11):1287-1294,8.基金项目
国家自然基金资助项目(21462017,21662013),吉首大学研究生科研创新项目资助(JGY201636),吉首大学科技处研究生科研项目(Jdy16018) Supported by the National Natural Science Foundation of China(No. 21462017,No. 21662013),the Research Innovation Program for Graduates of Jishou University (No. JGY201636 ),the Research Program for Graduates of Science and Technology Department of Jishou University (No. JDY16018) (21462017,21662013)