SYNTHESIS OF 1-SUBSTITUTED 1,2,3,9a-TETRAHYDRO-9H-IMIDAZOINDOL-2-ONES

Article abstract of DOI:10.1007/BF00471802

1-R-9,9,9a-Trimethyl-1,2,3,9a-tetrahydro-9H-imidazo<1,2-a>indol-2-ones and the corresponding 2-methylene-2,3-dihydroindoles were obtained by the reaction of 2,3,3-trimethyl-3H-indole with a number of N-substituted chloroacetic acid amides and subsequent reaction of the resulting quartenary salts with bases.The kinetics of intramolecular cyclization of 1-(N-alkylcarbamoylethyl)-2-methylene-2,3-dihydroindoles under the influence of acetic acid were studied.Under the influence of strong protic acids 1-R-imidazo<1,2-a>indol-2-ones undergo decyclization and are converted to 3H-indolium salts.