2026-10-14T00:16:05Z https://api.figshare.com/v2/oai

oai:figshare.com:article/33942737 2026-09-19T14:23:29Z category_4 category_7 category_14 category_873 category_45 category_135 portal_63 item_type_3 month_year_09_2026

Reductive Catalyst Regeneration Enables the General Cu-Catalyzed Atom Transfer Radical Addition with Primary Alkyl Halides Gyeongmin K. Lee (25076207) Tam D. Ho (13133526) Jacob A. Utley (17592233) Byung Joo Lee (2024926) Ngoc Q. Ngo (17592236) Kami L. Hull (1493695) Biochemistry Medicine Molecular Biology Chemical Sciences not elsewhere classified Sociology Computational Biology poor coupling partners 13 subsequent functionalizations 1 ′- azobis synthetic utility substituted alkenes strategy enables situ </ reducing agent reactions due optimized conditions including α diverse array cyclohexanecarbonitrile ), catalyst turnover catalyst deactivation 48 examples Primary alkyl halides are poor coupling partners in most atom transfer radical addition (ATRA) reactions due to their propensity to undergo off-cycle radical termination pathways, which lead to catalyst deactivation. Herein, we overcome this challenge in the Cu-catalyzed ATRA reaction though the addition of 1,1′-azobis(cyclohexanecarbonitrile), an <i>in situ</i> reducing agent. Under optimized conditions, the catalyst turnover is restored and challenging halides become competent coupling partners across a variety of substituted alkenes. This strategy enables the synthesis of a diverse array of biologically relevant synthetic intermediates, including α-haloboronic esters, sulfones, esters, amides, and arenes. The versatility and synthetic utility of these ATRA conditions are demonstrated in 48 examples and 13 subsequent functionalizations. 2026-09-19T00:00:00Z Dataset Dataset 10.1021/acs.orglett.6c03588.s001 https://figshare.com/articles/dataset/Reductive_Catalyst_Regeneration_Enables_the_General_Cu-Catalyzed_Atom_Transfer_Radical_Addition_with_Primary_Alkyl_Halides/33942737 CC BY-NC 4.0