K10 montmorillonite catalyzed C–C bond formation of aromatic secondary alcohols and alkynes: A green and convenient approach to β-aryl ketones under solvent-free conditions

The synthesis of β-aryl ketones from aromatic alkynes and secondary alcohols catalyzed by heterogeneous K10 montmorillonite via C–C bond formation has been described. This method presents a green and facile approach for the synthesis of various β-aryl ketones. It is relevant to mention that this app...

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Veröffentlicht in:Sustainable chemistry and pharmacy 2020-03, Vol.15, p.100227, Article 100227
Hauptverfasser: Yennamaneni, Divya Rohini, Chevella, Durgaiah, Gajula, Krishna Sai, Nama, Narender
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Sprache:eng
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Zusammenfassung:The synthesis of β-aryl ketones from aromatic alkynes and secondary alcohols catalyzed by heterogeneous K10 montmorillonite via C–C bond formation has been described. This method presents a green and facile approach for the synthesis of various β-aryl ketones. It is relevant to mention that this approach proceeds under solvent free conditions without any usage of further additives and immobilizations. Effect of amount of catalyst, reaction temperature and time on the yield of product have been investigated by using K10 montmorillonite. This process is sustainable and exhibiting good compatibility among a range of various aromatic alkynes and secondary alcohols affording moderate to excellent yields. The presence of unique layered structure as well as strong acidic sites in the K10 montmorillonite might be responsible for the formation of β-aryl ketones and these acidic sites were validated by temperature programmed desorption of ammonia (NH3-TPD) studies. Based on the in situ HRESI-MS and control experiments a tentative mechanism for the formation of β-aryl ketones using K10 montmorillonite as a catalyst was proposed. The efficacy and viability of scale-up of the present catalytic system was demonstrated with gram scale experiments (up to 10 g scale). [Display omitted] •K10 montmorillonite shows good catalytic activity for synthesis of β-aryl ketones.•Potentiality of this method is conferred with different alkynes and alcohols.•This process is green and developed without any immobilizations or additives.•Plausible mechanism is well demonstrated with control experiments.•Mainly, this approach presents synthetic utility by gram scale experiments.
ISSN:2352-5541
2352-5541
DOI:10.1016/j.scp.2020.100227