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Metal‐Free Nitration of the C( sp 3 )−H Bonds of 2‐Oxindoles through Radical Coupling Reaction at Room Temperature
Author(s) -
Wei WenTing,
Zhu WenMing,
Ying WeiWei,
Wang YiNing,
Bao WenHui,
Gao LeHan,
Luo YunJie,
Liang Hongze
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700870
Subject(s) - chemistry , nitration , reagent , coupling reaction , metal , photochemistry , radical , medicinal chemistry , nitro , coupling (piping) , organic chemistry , catalysis , mechanical engineering , alkyl , engineering
A metal‐free nitration of the C( sp 3 )−H bonds of 2‐oxindoles with t ‐BuONO through radical coupling reaction at room temperature has been developed. Using t ‐BuONO both as a nitrating reagent and as an oxidant, to couple with the C( sp 3 )−H bonds of 2‐oxindoles, thus forming a new C−N bond without using any other reagents. This reaction provides a green and straightforward approach to some useful 3‐nitro‐2‐oxindoles in moderate to good yields.