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5‐Sulfosalicylic acid an organocatalyst for the synthesis of highly functionalized piperidines through the multicomponent reaction

Dhananjay D. Gadge,Pramod S. Kulkarni

Journal of Heterocyclic Chemistry(2022)

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Abstract
The synthetic protocol was developed for the synthesis of highly derivatized piperidines molecules in high yield with 5-sulfosalicylic acid as an organocatalyst via a multicomponent reaction between the aromatic aldehydes, the aromatic anilines, and the beta-ketoesters at room temperature. The method has numerous advantages over other reported methods, such as the use of an inexpensive, reusable, nontoxic, and metal-free catalyst along with readily available precursors, mild reaction conditions, and simple workup procedures. Instrumental techniques like high-resolution mass spectroscopy (HRMS), proton nuclear magnetic resonance (H-1 NMR), 13-carbon nuclear magnetic resonance (C-13 NMR), and Fourier transform infrared (FTIR) spectroscopy were used to confirm the structure and relative stereochemistry of the compounds. In this protocol, an anti-isomer has been obtained as a major product at room temperature. Syn: Anti diastereomeric ratio has been confirmed by H-1 NMR.
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Key words
piperidines,synthesis,organocatalyst,acid
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