Sulfated titania (TiO2-SO42−) as an efficient and reusable solid acid catalyst for the multi-component synthesis of highly functionalized piperidines

• Published in: Chemical Data Collections Vol. 30; p. 100565
• Main Authors: Geetha, S., Thangamani, A., Valliappan, R., Vedanayaki, S., Ganapathi, A.
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01.12.2020
• Subjects: Highly functionalized piperidines; Multi-component reaction; NMR; Reusable catalyst; Sulfated titania; SXRD; Highly functionalized piperidines; SXRD; Sulfated titania; NMR; Reusable catalyst; Multi-component reaction
• ISSN: 2405-8300; 2405-8300
• DOI: 10.1016/j.cdc.2020.100565

•A series of highly functionalized piperidines was obtained in good to excellent yields.•First time reported synthesis of piperidines using sulfated titania as a solid acid catalyst.•This sulfated titania gives a good to excellent yield with lesser reaction time.•Higher catalytic activity of sulfated titania is due to its increased Bronsted acidity. An efficient and one-pot procedures have been developed for the synthesis of highly functionalized piperidine derivatives via pseudo five-component reactions in the presence of sulfated titania (TiO2-SO42−) as a heterogeneous solid acid catalyst was reported for the first time. The pseudo five-component reactions of aromatic aldehydes, aromatic amines, and β-keto esters catalysed by sulfated titania (TiO2-SO42−) in methanol at 70 °C provides highly functionalized piperidine derivatives in good to excellent yields. The structure as well as the relative stereochemistry of these functionalized piperidines was confirmed by melting points, IR, 1H, and 13C NMR spectral data and single crystal X-Ray analysis. This sulfated titania (TiO2-SO42−) gives an good to excellent yield with short reaction time and is inexpensive, easily recyclable catalytic material for this reaction. Higher catalytic activity of sulfated titania (TiO2-SO42−) is due to its increased Bronsted acidity. [Display omitted]