{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Corti V"],"funding":["Ministero dell?Istruzione, dell?Universit? e della Ricerca","Universit? degli Studi di Trieste","AXA Research Fund","PON ricerca e innovazione","Regione Autonoma Friuli Venezia Giulia","Consorzio Interuniversitario Nazionale per la Scienza e Tecnologia dei Materiali"],"pagination":["6008-6016"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC10167682"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["88(9)"],"pubmed_abstract":["A light-driven protocol for the synthesis of 2,3-dihydrobenzofurans under mild conditions is reported. Specifically, the cascade process is initiated by the photochemical activity of allyl-functionalized phenolate anions, generated <i>in situ</i> upon deprotonation of the corresponding phenols. The reaction proceeds rapidly with reaction times as low as 35 min, delivering a wide range of densely functionalized products (20 examples, yields up to 69%). Mechanistic studies have also been performed providing convincing evidence for the photochemical formation of carbon-centered radical species. A cascade reaction pathway involving a tandem atom transfer radical addition (ATRA) and an intramolecular nucleophilic substitution (SN) process is proposed to occur."],"journal":["The Journal of organic chemistry"],"pubmed_title":["Photoinduced Cascade Reactions of 2-Allylphenol Derivatives toward the Production of 2,3-Dihydrobenzofurans."],"pmcid":["PMC10167682"],"funding_grant_id":["2017PBXPN4","ART. 4","LR 2/2011","FRA2022"],"pubmed_authors":["Dosso J","Corti V","Filippini G","Prato M"],"additional_accession":[]},"is_claimable":false,"name":"Photoinduced Cascade Reactions of 2-Allylphenol Derivatives toward the Production of 2,3-Dihydrobenzofurans.","description":"A light-driven protocol for the synthesis of 2,3-dihydrobenzofurans under mild conditions is reported. Specifically, the cascade process is initiated by the photochemical activity of allyl-functionalized phenolate anions, generated <i>in situ</i> upon deprotonation of the corresponding phenols. The reaction proceeds rapidly with reaction times as low as 35 min, delivering a wide range of densely functionalized products (20 examples, yields up to 69%). Mechanistic studies have also been performed providing convincing evidence for the photochemical formation of carbon-centered radical species. A cascade reaction pathway involving a tandem atom transfer radical addition (ATRA) and an intramolecular nucleophilic substitution (SN) process is proposed to occur.","dates":{"release":"2023-01-01T00:00:00Z","publication":"2023 May","modification":"2025-04-22T00:33:25.952Z","creation":"2025-04-05T19:36:49.064Z"},"accession":"S-EPMC10167682","cross_references":{"pubmed":["37001017"],"doi":["10.1021/acs.joc.3c00347"]}}