Application of the heck reaction for the synthesis of 1-alkoxyisoquinoline- 3-carboxylic acids esters
Identifieur interne : 000653 ( Main/Exploration ); précédent : 000652; suivant : 000654Application of the heck reaction for the synthesis of 1-alkoxyisoquinoline- 3-carboxylic acids esters
Auteurs : A. Ture [Lettonie] ; K. Rubina [Lettonie] ; E. Rozhkov [Lettonie] ; V. Kauss [Lettonie]Source :
- Chemistry of Heterocyclic Compounds [ 0009-3122 ] ; 2011.
English descriptors
- Teeft :
- Acid ester, Acrylate, Argon atmosphere, Cdcl3, Chem, Co2me, Column chromatography, Corresponding acid ester, Doctoral study, Ester, Ethyl acetate, Heck, Heck reaction, Heterogeneous mixture, Irel, Mass spectrum, Methyl, Mmol, Och3, Organic phase, Palladium diacetate, Reaction mixture, Reaction product, Room temperature, Sodium bicarbonate, Sodium chloride solution, Sodium sulfate, Suzuki reaction, Tetrabutylammonium bromide, Tetrahedron lett, Varian instrument, White powder.
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.
Url:
DOI: 10.1007/s10593-011-0844-7
Affiliations:
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Le document en format XML
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<front><div type="abstract" xml:lang="en">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.</div>
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