Studies on the Chemistry of Isoindoles and Isoindolenines, XXVIII. - 3-Alkoxy-1H-isoindoles, Syntheses and Properties
3-Alkoxy-1H-isoindoles 1 bearing substituents at the carboxylic moiety have been synthesized from substituted 2,3-dihydro-1H-isoindol-1-ones 4 by regiospecific O-alkylation to 5 with trialkyloxonium tetrafluoroborates or methyl trifluoroborates or methyl trifluoromethanesulfonate and subsequent NH deprotonation.According to the spectroscopic properties the semicyclic alkyl imidates 1 exist exclusively in the benzoid 1H structure; the tautomeric o-quinonoid 2H structure 2 cannot be detected by spectroscopic means.
Hennige, Hans,Kreher, Richard P.,Konrad, Michael,Jelitto, Frank
p. 243 - 252
(2007/10/02)
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