Condensed Heteroaromatic Ring Systems. XX. Palladium-Catalyzed Carbonylative Coupling of Iodobenzenes with (Z)-1-Ethoxy-2-(tributylstannyl)ethene

doi:10.1248/CPB.40.1137

Paper

Condensed Heteroaromatic Ring Systems. XX. Palladium-Catalyzed Carbonylative Coupling of Iodobenzenes with (Z)-1-Ethoxy-2-(tributylstannyl)ethene

Published May 25, 1992 · T. Sakamoto*, A. Yasuhara, Y. Kondo

Chemical & Pharmaceutical Bulletin

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Abstract

Palladium-catalyzed cross-coupling reaction of iodobenzene and its 4-substituted derivatives, except for 4-nitroiodobenzene, with (Z)-1-ethoxy-2-(tributylstannyl)ethene under a carbon monoxide atmosphere (5 atm) gave the corresponding (E)-3-ethoxy-1-arylprop-2-en-1-ones in considerable yields. Syntheses of chromone and 4(1H)-quinolinone were accomplished by application of this method to 2-(methoxymethoxy)iodobenzene and ethyl 2-iodophenylcarbanylate, respectively. The results obtained on the carbonylative coupling reaction of halopyridines are also described.

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Palladium-catalyzed carbonylative coupling of iodobenzenes with (Z)-1-ethoxy-2-(tributylstannyl)ethene allows for the synthesis of chromone, 4(1H)-quinolin

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Condensed Heteroaromatic Ring Systems. XX. Palladium-Catalyzed Carbonylative Coupling of Iodobenzenes with (Z)-1-Ethoxy-2-(tributylstannyl)ethene

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References

Citations

Palladium-Catalysed Synthesis and Transformation of Quinolones

Palladium-catalyzed reactions are efficient and selective for the synthesis and transformation of complex bioactive compounds, such as quinolin-2(1H)-ones and quinolin-4(1H)-ones, with diverse bioactivity and applications in medicinal chemistry and environmental analyses.

Strategic studies in the syntheses of novel 6,7-substituted quinolones and 7-or 6-substituted 1,6-and 1,7-naphthyridones

This study presents strategies to overcome selectivity issues in synthesizing novel 6,7-substituted quinolones and 1,6-and 1,7-naphthyridones, improving overall yields and scaling-up feasibility.

1‐Ethoxy‐2‐tributylstannylethylene

Organostannane reagents are potentially toxic, and their preparation and use should be conducted in well-ventilated hoods under inert atmospheres and protected from light and moisture.

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Metal-Catalysed Cross-Coupling Reactions in the Synthesis and Transformations of Quinolones and Acridones

Metal-catalyzed cross-coupling reactions are widely used in the synthesis and transformation of quinolones and acridones, which are useful structural moieties for drug candidates and have diverse bioactivity.

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