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Electrooxidative Metal‐Free Dehydrogenative α‐Sulfonylation of 1 H ‐Indole with Sodium Sulfinates
Author(s) -
Feng MeiLin,
Xi LongYi,
Chen ShanYong,
Yu XiaoQi
Publication year - 2017
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.201700269
Subject(s) - chemistry , indole test , aldehyde , aryl , halide , ether , organic chemistry , electrochemistry , sodium , combinatorial chemistry , catalysis , electrode , alkyl
A method for the electrochemical α‐sulfonylation of 1 H ‐indole with arenesulfinates was developed. A variety of indoles underwent this sulfonylation smoothly at room temperature under metal‐free and chemical‐oxidant‐free conditions to afford indolyl aryl sulfones in good to high yields. This reaction was found to tolerate a variety of functional groups, including halides and cyclopropyl, ether, ester, and aldehyde groups. It was applied to the synthesis of biologically active 5‐HT6 modulators.