APPLICATION OF THE HECK REACTION FOR THE SYNTHESIS OF 1-ALKOXYISOQUINOLINE-3-CARBOXYLIC ACIDS ESTERS

Authors

  • А. Туре Latvian Institute for Organic Synthesis
  • К. Рубина Latvian Institute for Organic Synthesis
  • Е. Рожков Latvian Institute for Organic Synthesis
  • В. Каусс Latvian Institute for Organic Synthesis

DOI:

https://doi.org/10.1007/1484

Keywords:

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

Abstract

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.

Authors: A. Ture, K. Rubina, E. Rozhkov, and V. Kauss

English Translation in Chemistry of Heterocyclic Compounds, 2011, 47 (7), pp 838-844

http://link.springer.com/article/10.1007/s10593-011-0844-7

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Published

2014-01-17

Issue

No. 7 (2011)

Section

Original Papers