{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Chellegui M"],"funding":["Universitat de València","Université de Namur","Fonds De La Recherche Scientifique - FNRS"],"pagination":["32271-32283"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC12415692"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["15(39)"],"pubmed_abstract":["In this contribution, Molecular Electron Density Theory (MEDT) is employed to investigate the (3 + 2) cycloaddition reaction between (<i>Z</i>)-<i>N</i>-methyl-<i>C</i>-(2-furyl)-nitrone 1 and but-2-ynedioic acid 2. DFT calculations at the M06-2X-D3/6-311+G(d,p) level of theory under solvent-free conditions at room temperature show that this reaction proceeds <i>via</i>CA3-Z diastereoselectivity, with the formation of the CA3-Z cycloadduct being both thermodynamically and kinetically more favoured than the CA4-Z one. Reactivity parameters obtained from CDFT calculations reveal that compound 1 predominantly behaves as a nucleophile with moderate electrophilic features, in contrast to compound 2, which demonstrates strong electrophilicity and limited nucleophilic ability. This disparity in e"],"journal":["RSC advances"],"pubmed_title":["MEDT insights into the mechanism and selectivity of the (3 + 2) cycloaddition of (&lt;i&gt;Z&lt;/i&gt;)-&lt;i&gt;N&lt;/i&gt;-methyl-&lt;i&gt;C&lt;/i&gt;-(2-furyl)-nitrone with but-2-ynedioic acid and the bioactivity of the reaction products."],"pmcid":["PMC12415692"],"funding_grant_id":["UV-INV-AE-3677056"],"pubmed_authors":["Mohammad-Salim HA","Salhi I","Benmetir S","Ben Ahmed A","Benhamed L","Chellegui M","Salih RN","de Julian-Ortize JV"],"additional_accession":[]},"is_claimable":false,"name":"MEDT insights into the mechanism and selectivity of the (3 + 2) cycloaddition of (&lt;i&gt;Z&lt;/i&gt;)-&lt;i&gt;N&lt;/i&gt;-methyl-&lt;i&gt;C&lt;/i&gt;-(2-furyl)-nitrone with but-2-ynedioic acid and the bioactivity of the reaction products.","description":"In this contribution, Molecular Electron Density Theory (MEDT) is employed to investigate the (3 + 2) cycloaddition reaction between (<i>Z</i>)-<i>N</i>-methyl-<i>C</i>-(2-furyl)-nitrone 1 and but-2-ynedioic acid 2. DFT calculations at the M06-2X-D3/6-311+G(d,p) level of theory under solvent-free conditions at room temperature show that this reaction proceeds <i>via</i>CA3-Z diastereoselectivity, with the formation of the CA3-Z cycloadduct being both thermodynamically and kinetically more favoured than the CA4-Z one. Reactivity parameters obtained from CDFT calculations reveal that compound 1 predominantly behaves as a nucleophile with moderate electrophilic features, in contrast to compound 2, which demonstrates strong electrophilicity and limited nucleophilic ability. This disparity in e","dates":{"release":"2025-01-01T00:00:00Z","publication":"2025 Sep","modification":"2026-06-02T02:26:19.982Z","creation":"2026-04-13T03:11:47.597Z"},"accession":"S-EPMC12415692","cross_references":{"pubmed":["40927466"],"doi":["10.1039/d5ra04143k"]}}