One-step synthesis of indanones through NbCl5-induced Friedel–Crafts reaction

Barbosa, Jader da Silva; Silva, Gil Valdo José da; Constantino, Maurício Gomes

doi:10.1016/j.tetlet.2015.06.061

Cited by 6 publications

(2 citation statements)

References 16 publications

(5 reference statements)

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“…A one-step synthesis of 1-indanones 22 through the NbCl 5 -induced Friedel–Crafts reaction, has been described by Barbosa et al in 2015 [ 20 ]. The reaction was carried out using 3,3-dimethylacrylic acid ( 19 ), aromatic substrate 20 and highly oxophilic NbCl 5 as a catalyst.…”

Section: Reviewmentioning

confidence: 99%

Synthesis of 1-indanones with a broad range of biological activity

Turek¹,

Szczęsna²,

Koprowski³

et al. 2017

Beilstein J. Org. Chem.

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This comprehensive review describes methods for the preparation of 1-indanones published in original and patent literature from 1926 to 2017. More than 100 synthetic methods utilizing carboxylic acids, esters, diesters, acid chlorides, ketones, alkynes, alcohols etc. as starting materials, have been performed. This review also covers the most important studies on the biological activity of 1-indanones and their derivatives which are potent antiviral, anti-inflammatory, analgesic, antimalarial, antibacterial and anticancer compounds. Moreover, they can be used in the treatment of neurodegenerative diseases and as effective insecticides, fungicides and herbicides.

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Section: Reviewmentioning

confidence: 99%

Synthesis of 1-indanones with a broad range of biological activity

Turek¹,

Szczęsna²,

Koprowski³

et al. 2017

Beilstein J. Org. Chem.

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“…The reaction only occurs in the presence of a catalyst that acts as a Lewis acid. The reaction of this work is based on a Friedel–Crafts acylation reaction, which takes place at two moments in the process, and the reaction catalyst is niobium pentachloride, which, as discussed previously, has great potential to be the good Lewis acid that the reaction requires .…”

Section: Introductionmentioning

confidence: 99%

NbCl₅ Promoted the Efficient Synthesis of Phthalein Derivatives: Optical Characterization and Solvatochromic Effect

Moreno

Santos

Costa

et al. 2019

Journal of Heterocyclic Chem

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Organic dyes derived from phthaleins have a large number of industrial applications and can be synthesized using a Lewis acid by Friedel–Crafts acylation, followed by an addition reaction to the carbonyl compound. This work aims to investigate the use of NbCl5 as a catalyst for the acylation reaction. The behavior of the phthalein derivatives in several solvents and when subjected to different pH conditions was studied. These compounds showed a color‐changing effect depending on the pH and solvent, making them useful for applications as indicators. The phthaleins change their conformations depending on the condition of the medium. Photophysical studies of these compounds were carried out through their UV–Vis absorption spectra. Here, we show the umbrella‐like conformation change of phthalein derivatives that depend on the solvent and the pH of the medium.

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