A NEW SYNTHESIS OF 3-SUBSTITUTED INDOLINES AND INDOLES

Article abstract of DOI:10.3987/COM-95-7177

3-Phenyl- and 3-alkyl-3-hydroxyindolines were synthesized by intramolecular Barbier reaction of phenyl and alkyl N-(2-iodophenyl)-N-methylaminomethyl ketones with n-BuLi, which were easily prepared from N-methyl-2-iodoaniline and bromomethyl ketones.The treatment of the indolines with acid gave the corresponding indoles in quantitative yields.