{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["27(23)"],"submitter":["Yuan S"],"pubmed_abstract":["The development of a Lewis acid-catalyzed, intramolecular ring-opening benzannulation of 5-(indolyl)2,3-dihydrofuran acetals is described. The resulting 1-hydroxycarbazole-2-carboxylates are formed in up to 90% yield in 1 h. The dihydrofuran acetals are readily accessed from the reactions of enol ethers and α-diazo-β-indolyl-β-ketoesters. To highlight the method's synthetic utility, a formal total synthesis of murrayafoline A, a bioactive carbazole-containing natural product, was undertaken."],"journal":["Molecules (Basel, Switzerland)"],"pagination":["8344"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9737012"],"repository":["biostudies-literature"],"pubmed_title":["Lewis Acid-Catalyzed 2,3-Dihydrofuran Acetal Ring-Opening Benzannulations toward Functionalized 1-Hydroxycarbazoles."],"pmcid":["PMC9737012"],"pubmed_authors":["Yuan S","Guerra Faura G","France S","Areheart HE","Peulen NE"],"additional_accession":[]},"is_claimable":false,"name":"Lewis Acid-Catalyzed 2,3-Dihydrofuran Acetal Ring-Opening Benzannulations toward Functionalized 1-Hydroxycarbazoles.","description":"The development of a Lewis acid-catalyzed, intramolecular ring-opening benzannulation of 5-(indolyl)2,3-dihydrofuran acetals is described. The resulting 1-hydroxycarbazole-2-carboxylates are formed in up to 90% yield in 1 h. The dihydrofuran acetals are readily accessed from the reactions of enol ethers and α-diazo-β-indolyl-β-ketoesters. To highlight the method's synthetic utility, a formal total synthesis of murrayafoline A, a bioactive carbazole-containing natural product, was undertaken.","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Nov","modification":"2025-04-20T03:33:26.274Z","creation":"2025-04-20T03:33:26.274Z"},"accession":"S-EPMC9737012","cross_references":{"pubmed":["36500437"],"doi":["10.3390/molecules27238344"]}}