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Title Synthesis of novel Biginelli and Hantzsch products from biorenewable furfurals using 1,4-diazabicyclo[2.2.2]octanium diacetate as a Bronsted acidic ionic liquid catalyst
ID_Doc 15583
Authors Bhat, NS; Kumari, M; Naik, CP; Mal, SS; Dutta, S
Title Synthesis of novel Biginelli and Hantzsch products from biorenewable furfurals using 1,4-diazabicyclo[2.2.2]octanium diacetate as a Bronsted acidic ionic liquid catalyst
Year 2023
Published Chemistryselect, 8, 31
DOI 10.1002/slct.202301782
Abstract 3,4-Dihydropyrimidin-2(1H)-ones (DHPMs) and 1,4-dihydropyridines (DHPs) are well-established classes of heterocyclic compounds with remarkable biological properties. Various protonated organic amines were screened as Bronsted acidic ionic liquid catalysts under the Biginelli and Hantzsch reaction conditions for synthesizing novel DHPMs and DHPs, respectively, starting from biorenewable furfurals. 1,4-Diazabicyclo[2.2.2]octanium diacetate (DABCO-DA) was found as an efficient catalyst for the organic solvent-free synthesis of novel DHPMs and DHPs in excellent (>85 %) isolated yields. The process parameters (e. g., temperature, molar ratio of reagents, duration, and loading of acid catalyst) were optimized, and a general synthetic protocol for synthesizing DHPMs and DHPs from 5-substituted-2-furaldehydes has been developed. The DABCO-DA catalyst was successfully recovered from the reaction mixture and reused for four consecutive cycles.
Author Keywords 3; 4-Dihydropyrimidin-2(1H)-ones; Biginelli reaction; Hantzsch reaction; Ionic liquid catalyst; Sustainable synthesis
Index Keywords Index Keywords
Document Type Other
Open Access Open Access
Source Science Citation Index Expanded (SCI-EXPANDED)
EID WOS:001048079800001
WoS Category Chemistry, Multidisciplinary
Research Area Chemistry
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