Synthesis of 2‐Oxindoles from Substituted Indoles by Hypervalent‐Iodine Oxidation | Zendy

Jiang Xinpeng | Zendy; Zheng Cong | Zendy; Lei Lijun | Zendy; Lin Kai | Zendy; Yu Chuanming | Zendy

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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.

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