2017
DOI: 10.2298/jsc170317046s
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Synthesis of substituted allyl acetates from heterocyclic dienes by Pd-promoted arylation-acetoxylation cascade

Abstract: Pd-catalysed arylation-acetoxylation cascade, a previously reported methodology, was applied in the functionalisation of unsymmetrical dienes. Both explored classes of compounds, isoquinoline and β-carboline-derived dienes, afforded single regioisomers. Although further improvements of the process are necessary, primarily due to lower yields, the described functionalisation of the studied compounds might be useful in the synthesis of emetine and related naturally occurring compounds.

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Cited by 3 publications
(1 citation statement)
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“…18 Some of these methods have limitations such as long reaction times, low yields and the use of strongly acidic conditions, high temperature, difficult work-up, toxic and expensive catalysts. Due to our interest in the use of green catalysts 19 in multi-component reactions [20][21][22][23] and in continuation of our earlier efforts in employing green methodologies using L-glutamic acid (Fig. 2) as as catalyst, 24 herein, we report a convenient and green one-pot protocol for the facile and mild synthesis of polyfunctionalized dihydro-2-oxypyrroles.…”
Section: Introductionmentioning
confidence: 99%
“…18 Some of these methods have limitations such as long reaction times, low yields and the use of strongly acidic conditions, high temperature, difficult work-up, toxic and expensive catalysts. Due to our interest in the use of green catalysts 19 in multi-component reactions [20][21][22][23] and in continuation of our earlier efforts in employing green methodologies using L-glutamic acid (Fig. 2) as as catalyst, 24 herein, we report a convenient and green one-pot protocol for the facile and mild synthesis of polyfunctionalized dihydro-2-oxypyrroles.…”
Section: Introductionmentioning
confidence: 99%