104961-59-3Relevant articles and documents
Synthesis of Novel 1-Phenyl-1H-indole-2-carboxylic Acids. II. Preparation of 3-Dialkylamino, 3-Alkylthio, 3-Alkylsulfinyl, and 3-Alkylsulfonyl Derivatives
Unangst, Paul C.,Connor, David T.,Stabler, S. Russell
, p. 817 - 820 (2007/10/02)
The synthesis of novel indole-2-carboxylic acids with amino- and sulfur-containing substituents in the indole 3-position is described.An Ullmann reaction with bromobenzene converted 1H-indoles with 3-(acetylamino)- and 3-(diethylamino)-substituents into 1-phenyl-1H-indoles.Reaction of 3-unsubstituted indoles with thionyl chloride provided indole 3-sulfinyl chlorides, which reacted with alkyl and aryl Grignard reagents to form the corresponding sulfoxides.The indole sulfoxides thus obtained were reduced to sulfides or oxidized to sulfones.