Copper-catalyzed formation of indolizine derivatives via one-pot reactions of chalcones, benzyl bromides and pyridines

Li, Chao-dong; Tang, Xue; He, Xiao‐Long; Xue, Shuai; Xu, Jianqing; Li, Yujin

doi:10.1016/j.tet.2020.131347

Cited by 3 publications

(1 citation statement)

References 46 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[5][6][7][8] For this reason, chalcones and chalcone-like compounds are highly valuable compounds for organic chemists and they can be used as a key or building block in achieving molecular diversity. [9][10][11][12] Among the reactions of the chalcones, 1,4-Michael addition is undoubtedly the most important. [13] The chalcones are a very good Michael acceptor and therefore carbon-carbon, [14] carbonnitrogen, [15] carbon-oxygen [16] and carbon-sulfur [17] bond forma-tions can be realized very easily via the 1,4-Michael addition from adding nucleophiles to chalcones.…”

Section: Introductionmentioning

confidence: 99%

Michael/Michael Addition Cascade of 2‐Benzylidene‐1‐indanones with Chalcones: Synthesis and Biological Evaluations of Novel Polycyclic Compounds

et al. 2021

View full text Add to dashboard Cite

A series of novel racemic 2-aryloyl-1,3-diaryl-2,3,3a,8a-tetrahydrocyclopenta[a]inden-8(1H)-one derivatives were synthesized from KOtBu mediated Michael/Michael addition reaction of 2benzylidene-1-indanones with chalcones in high yields. This method provides an efficient route for the synthesis of a new class of polycyclic compounds have five stereo centers. The obtained polycyclic compounds were evaluated for the antimicrobial and anticancer activities against fifteen microorganism and three cell lines. The compound 3 r have the best activity value against the cells (MCF-7 IC 50 = 18.01 � 0.39 μg/ mL) (MDA-MB-231 IC 50 = 18.78 � 1.75 μg/mL) (MCF-10 A IC 50 = 31.31 � 0.05 μg/mL).

show abstract

Section: Introductionmentioning

confidence: 99%

Michael/Michael Addition Cascade of 2‐Benzylidene‐1‐indanones with Chalcones: Synthesis and Biological Evaluations of Novel Polycyclic Compounds

et al. 2021

View full text Add to dashboard Cite

show abstract

Transition Metal‐Catalyzed Transformations of Chalcones

Santos,

Silva

2024

The Chemical Record

View full text Add to dashboard Cite

Chalcones are a class of naturally occurring flavonoid compounds associated to a variety of biological and pharmacological properties. Several reviews have been published describing the synthesis and biological properties of a vast array of analogues. However, overviews on the reactivity of chalcones has only been explored in a few accounts. To fill this gap, a systematic survey on the most recent developments in the transition metal‐catalyzed transformation of chalcones was performed. The chemistry of copper, palladium, zinc, iron, manganese, nickel, ruthenium, cobalt, rhodium, iridium, silver, indium, gold, titanium, platinum, among others, as versatile catalysts will be highlighted, covering the literature from year 2000 to 2023, in more than 380 publications.

show abstract

Copper(I) Iodide Promoted [3+2]-Cycloaddition/Oxidation to Construct Pyrrolo[2,1-a]isoquinolinoquinones from Naphthoquinones and Tetrahydroisoquinolines

Yu¹,

Tang²,

Huang³

et al. 2022

Synlett

View full text Add to dashboard Cite

show abstract

Copper-catalyzed formation of indolizine derivatives via one-pot reactions of chalcones, benzyl bromides and pyridines

Cited by 3 publications

References 46 publications

Michael/Michael Addition Cascade of 2‐Benzylidene‐1‐indanones with Chalcones: Synthesis and Biological Evaluations of Novel Polycyclic Compounds

Michael/Michael Addition Cascade of 2‐Benzylidene‐1‐indanones with Chalcones: Synthesis and Biological Evaluations of Novel Polycyclic Compounds

Transition Metal‐Catalyzed Transformations of Chalcones

Copper(I) Iodide Promoted [3+2]-Cycloaddition/Oxidation to Construct Pyrrolo[2,1-a]isoquinolinoquinones from Naphthoquinones and Tetrahydroisoquinolines

Contact Info

Product

Resources

About