Academic Journal

Chan–Lam Amination of Secondary and Tertiary Benzylic Boronic Esters

التفاصيل البيبلوغرافية
العنوان: Chan–Lam Amination of Secondary and Tertiary Benzylic Boronic Esters
المؤلفون: James D. Grayson (6588947), Francesca M. Dennis (11026013), Craig C. Robertson (1297533), Benjamin M. Partridge (2007220)
سنة النشر: 2021
المجموعة: Smithsonian Institution: Digital Repository
مصطلحات موضوعية: Biophysics, Biochemistry, Medicine, Microbiology, Molecular Biology, Evolutionary Biology, Marine Biology, Astronomical and Space Sciences not elsewhere classified, Biological Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, single-electron, two-electron process, reaction mechanism, boronic esters, allylic boronic esters, alkylboron reagent, transition-metal-mediated transform., alkyl amine products, Tertiary Benzylic Boronic Esters, Amination, Secondary, transmetalation, Initial investigation, mono-alkylation, benzylic, Chan, Cu, aniline
الوصف: We report a Chan–Lam coupling reaction of benzylic and allylic boronic esters with primary and secondary anilines to form valuable alkyl amine products. Both secondary and tertiary boronic esters can be used as coupling partners, with mono-alkylation of the aniline occurring selectively. This is a rare example of a transition-metal-mediated transformation of a tertiary alkylboron reagent. Initial investigation into the reaction mechanism suggests that transmetalation from B to Cu occurs through a single-electron, rather than a two-electron process.
نوع الوثيقة: article in journal/newspaper
اللغة: unknown
Relation: https://figshare.com/articles/journal_contribution/Chan_Lam_Amination_of_Secondary_and_Tertiary_Benzylic_Boronic_Esters/14846888
DOI: 10.1021/acs.joc.1c00976.s001
الاتاحة: https://doi.org/10.1021/acs.joc.1c00976.s001
Rights: CC BY-NC 4.0
رقم الانضمام: edsbas.ACF68EA6
قاعدة البيانات: BASE
الوصف
DOI:10.1021/acs.joc.1c00976.s001