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Synthesis of 2‐Oxindoles from Substituted Indoles by Hypervalent‐Iodine Oxidation
Author(s) -
Jiang Xinpeng,
Zheng Cong,
Lei Lijun,
Lin Kai,
Yu Chuanming
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701807
Subject(s) - hypervalent molecule , chemistry , yield (engineering) , iodine , reagent , oxindole , combinatorial chemistry , organic chemistry , catalysis , materials science , metallurgy
A practical conversion of indoles into the corresponding 2‐oxindoles is achieved efficiently using a hypervalent iodine reagent. This oxidation is amenable to different substituted indoles, and allows the synthesis of a wide range of synthetically valuable substituted 2‐oxindoles in up to 90 % yield. Furthermore, Ropinirole, a drug used to alleviate the symptoms of Parkinson's disease, was synthesized in three steps in an overall yield of 44 % using this method.