{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Piacentini P"],"funding":["Horizon 2020 Framework Programme"],"pagination":["e202208014"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9543877"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["61(36)"],"pubmed_abstract":["Benzocycloheptenes constitute a common structural motif embedded in many natural products and biologically active compounds. Herein, we report their concise preparation from non-activated polycyclic arenes using a two-step sequence involving dearomative [4+2]-cycloaddition with arenophile in combination with palladium-catalyzed cyclopropanation, followed by cycloreversion-initiated ring expansion. The described strategy provides a working alternative to the Buchner reaction, which is limited to monocyclic arenes. Overall, this methylene-insertion molecular editing approach enables rapid and direct conversion of simple (hetero)arenes into a range of substituted (aza)benzocycloheptatrienes, which can undergo a myriad of downstream functionalizations."],"journal":["Angewandte Chemie (International ed. in English)"],"pubmed_title":["Dearomative Ring Expansion of Polycyclic Arenes."],"pmcid":["PMC9543877"],"funding_grant_id":["804583"],"pubmed_authors":["Sarlah D","Piacentini P","Bingham TW"],"additional_accession":[]},"is_claimable":false,"name":"Dearomative Ring Expansion of Polycyclic Arenes.","description":"Benzocycloheptenes constitute a common structural motif embedded in many natural products and biologically active compounds. Herein, we report their concise preparation from non-activated polycyclic arenes using a two-step sequence involving dearomative [4+2]-cycloaddition with arenophile in combination with palladium-catalyzed cyclopropanation, followed by cycloreversion-initiated ring expansion. The described strategy provides a working alternative to the Buchner reaction, which is limited to monocyclic arenes. Overall, this methylene-insertion molecular editing approach enables rapid and direct conversion of simple (hetero)arenes into a range of substituted (aza)benzocycloheptatrienes, which can undergo a myriad of downstream functionalizations.","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Sep","modification":"2025-04-22T12:15:01.455Z","creation":"2025-04-06T00:13:38.26Z"},"accession":"S-EPMC9543877","cross_references":{"pubmed":["35802860"],"doi":["10.1002/anie.202208014"]}}