{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Wu FP"],"funding":["K. C. Wong Education Foundation"],"pagination":["4321-4326"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9006926"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["13(15)"],"pubmed_abstract":["Regioselective catalytic multi-functionalization reactions enable the rapid synthesis of complexed products from the same precursors. In this communication, we present a method for the regiodivergent borocarbonylation of benzylidenecyclopropanes with aryl iodides. Various γ-vinylboryl ketones and β-cyclopropylboryl ketones were produced in moderate to good yields with excellent regioselectivity from the same substrates. The choice of the catalyst is key for the regioselectivity control: γ-vinylboryl ketones were produced selectively with IPrCuCl and Pd(dppp)Cl<sub>2</sub> as the catalytic system, while the corresponding β-cyclopropylboryl ketones were obtained in high regioselectivity with Cu(dppp)Cl, [Pd(<i>η</i> <sup>3</sup>-cinnamyl)Cl]<sub>2</sub> and xantphos as the catalytic system. "],"journal":["Chemical science"],"pubmed_title":["Catalyst-controlled selective borocarbonylation of benzylidenecyclopropanes: regiodivergent synthesis of γ-vinylboryl ketones and β-cyclopropylboryl ketones."],"pmcid":["PMC9006926"],"funding_grant_id":["GJTD-2020-08"],"pubmed_authors":["Wu FP","Wu XF"],"additional_accession":[]},"is_claimable":false,"name":"Catalyst-controlled selective borocarbonylation of benzylidenecyclopropanes: regiodivergent synthesis of γ-vinylboryl ketones and β-cyclopropylboryl ketones.","description":"Regioselective catalytic multi-functionalization reactions enable the rapid synthesis of complexed products from the same precursors. In this communication, we present a method for the regiodivergent borocarbonylation of benzylidenecyclopropanes with aryl iodides. Various γ-vinylboryl ketones and β-cyclopropylboryl ketones were produced in moderate to good yields with excellent regioselectivity from the same substrates. The choice of the catalyst is key for the regioselectivity control: γ-vinylboryl ketones were produced selectively with IPrCuCl and Pd(dppp)Cl<sub>2</sub> as the catalytic system, while the corresponding β-cyclopropylboryl ketones were obtained in high regioselectivity with Cu(dppp)Cl, [Pd(<i>η</i> <sup>3</sup>-cinnamyl)Cl]<sub>2</sub> and xantphos as the catalytic system. ","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Apr","modification":"2025-04-25T18:02:03.526Z","creation":"2025-04-25T18:02:03.526Z"},"accession":"S-EPMC9006926","cross_references":{"pubmed":["35509466"],"doi":["10.1039/d2sc00840h"]}}