Synthesis of substituted allyl acetates from heterocyclic dienes by Pd-promoted arylation-acetoxylation cascade

Pd-catalysed arylation/acetoxylation cascade, the methodology previously reported by our laboratory, was applied in the functionalisation of unsymmetrical dienes. Both explored classes of compounds, isoquinoline and beta-carboline derived dienes, afforded single regioisomers. Although further improv...

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Bibliographic Details
Published inJournal of the Serbian Chemical Society Vol. 82; no. 12; pp. 1335 - 1341
Main Authors Simic, Milena, Petkovic, Milos, Jovanovic, Predrag, Tasic, Gordana, Savic, Vladimir
Format Journal Article
LanguageEnglish
Published Belgrade Journal of the Serbian Chemical Society 01.01.2017
Serbian Chemical Society
Subjects
Acetates
Dienes
emetine-like compounds
heterocycles
Pd-catalysis
regioselectivity
Synthesis
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Summary:Pd-catalysed arylation/acetoxylation cascade, the methodology previously reported by our laboratory, was applied in the functionalisation of unsymmetrical dienes. Both explored classes of compounds, isoquinoline and beta-carboline derived dienes, afforded single regioisomers. Although further improvements of the process are necessary, primarily due to lower yields, described functionalisation of the studied compounds might be useful in the synthesis of emetine and related naturally occurring compounds.
ISSN:0352-5139
1820-7421
DOI:10.2298/JSC170317046S