A sulfenylation reaction: direct synthesis of 3-arylsulfinylindoles from arylsulfinic acids and indoles in water

A novel and efficient electrophilic sulfenylation of indoles with arylsulfinic acids is realized. The reaction utilizes readily available starting materials in water under catalyst- and additive-free conditions, providing an alternative and attractive approach to 3-arylsulfinylindoles with high yiel...

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Bibliographic Details
Published in:Organic letters 2015-02, Vol.17 (4), p.832-835
Main Authors: Miao, Tao, Li, Pinhua, Zhang, Yicheng, Wang, Lei
Format: Article
Language:English
Subjects:
Catalysis
Combinatorial Chemistry Techniques
Indoles - chemical synthesis
Molecular Structure
Sulfinic Acids - chemistry
Water
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Summary:A novel and efficient electrophilic sulfenylation of indoles with arylsulfinic acids is realized. The reaction utilizes readily available starting materials in water under catalyst- and additive-free conditions, providing an alternative and attractive approach to 3-arylsulfinylindoles with high yields. Preliminary mechanistic investigation suggested that the reaction is through an electrophilic substitution process.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol503659t