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Chemistry of Heterocyclic Compounds

, Volume 47, Issue 7, pp 838–844 | Cite as

Application of the heck reaction for the synthesis of 1-alkoxyisoquinoline- 3-carboxylic acids esters

  • A. Ture
  • K. Rubina
  • E. Rozhkov
  • V. KaussEmail author
Article

It has been shown that the cyclization of the methyl 2-(2,2,2-trifluoroacetylamino)acrylate arylation product using methyl 4,6-dichloro-2-iodobenzoate gives the corresponding 1-methoxyisoquinoline-3-carboxylic acid ester through loss of water rather than methanol. This feature of the condensation has been used for the synthesis of methyl 1-(tert-butoxycarbonylmethoxy)isoquinoline-3-carboxylate.

Keywords

2-iodobenzoic acids methyl 2-(2,2,2-trifluoroacetylamino)acrylate 1-oxo-1,2-dihydro-quinoline-3-carboxylic acid condensation Heck reaction 

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Copyright information

© Springer Science+Business Media, Inc. 2011

Authors and Affiliations

  1. 1.Latvian Institute for Organic SynthesisRigaLatvia

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