{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Dorsheimer JR"],"funding":["Bristol-Myers Squibb","National Institute of General Medical Sciences","NIGMS NIH HHS"],"pagination":["19294-19299"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8919398"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["143(46)"],"pubmed_abstract":["We report a method to activate α-3° amines for deaminative arylation via condensation with an electron-rich aldehyde and merge this reactivity with nickel metallaphotoredox to generate benzylic quaternary centers, a common motif in pharmaceuticals and natural products. The reaction is accelerated by added ammonium salts. Evidence is provided in support of two roles for the additive: inhibition of nickel black formation and acceleration of the overall reaction rate. We demonstrate a robust scope of amine and haloarene coupling partners and show an expedited synthesis of ALK2 inhibitors."],"journal":["Journal of the American Chemical Society"],"pubmed_title":["Dual Nickel/Photoredox-Catalyzed Deaminative Cross-Coupling of Sterically Hindered Primary Amines."],"pmcid":["PMC8919398"],"funding_grant_id":["R01 GM125206","Gm125206"],"pubmed_authors":["Dorsheimer JR","Ashley MA","Rovis T"],"additional_accession":[]},"is_claimable":false,"name":"Dual Nickel/Photoredox-Catalyzed Deaminative Cross-Coupling of Sterically Hindered Primary Amines.","description":"We report a method to activate α-3° amines for deaminative arylation via condensation with an electron-rich aldehyde and merge this reactivity with nickel metallaphotoredox to generate benzylic quaternary centers, a common motif in pharmaceuticals and natural products. The reaction is accelerated by added ammonium salts. Evidence is provided in support of two roles for the additive: inhibition of nickel black formation and acceleration of the overall reaction rate. We demonstrate a robust scope of amine and haloarene coupling partners and show an expedited synthesis of ALK2 inhibitors.","dates":{"release":"2021-01-01T00:00:00Z","publication":"2021 Nov","modification":"2025-04-25T19:28:52.53Z","creation":"2025-04-06T08:01:55.656Z"},"accession":"S-EPMC8919398","cross_references":{"pubmed":["34767360"],"doi":["10.1021/jacs.1c10150"]}}