التفاصيل البيبلوغرافية
| العنوان: |
Catalytic Regioselective Olefin Hydroarylation(alkenylation) by Sequential Carbonickelation-Hydride Transfer |
| المؤلفون: |
Chen-Fei Liu (6089834), Xiaohua Luo (4845202), Hongyu Wang (366946), Ming Joo Koh (1409977) |
| سنة النشر: |
2021 |
| المجموعة: |
Smithsonian Institution: Digital Repository |
| مصطلحات موضوعية: |
Biochemistry, Microbiology, Biotechnology, Evolutionary Biology, Infectious Diseases, Biological Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, Catalytic, metal-hydride atom transfer, Markovnikov-selective, ratio, organo bromides, hydride source, branched-selective examples, nonradical reaction pathway, triflate, unactivated olefins, bond, Regioselective, chemical transformations, scaffold, exogenous alkoxide base, aryl, evidence points, cocatalyst, Ni, quaternary centers, Sequential Carbonickelation-Hydride., Olefin, utility |
| الوصف: |
Alkene hydrocarbofunctionalization represents one of the most important classes of chemical transformations, but related branched-selective examples with unactivated olefins are scarce. Here, we report that catalytic amounts of a dimeric Ni(I) complex and an exogenous alkoxide base promote Markovnikov-selective hydroarylation(alkenylation) of unactivated and activated olefins using organo bromides or triflates derived from widely available phenols and ketones. Products bearing aryl- and alkenyl-substituted tertiary and quaternary centers could be isolated in up to 95% yield and >99:1 regioisomeric ratios. Contrary to previous dual-catalytic methods that rely on metal-hydride atom transfer (MHAT) to the olefin prior to carbofunctionalization with a cocatalyst, our mechanistic evidence points toward a nonradical reaction pathway that begins with site-selective carbonickelation across the CC bond followed by hydride transfer using alkoxide as the hydride source. Utility of the single-catalyst protocol is highlighted through the synthesis of medicinally relevant scaffolds. |
| نوع الوثيقة: |
article in journal/newspaper |
| اللغة: |
unknown |
| العلاقة: |
https://figshare.com/articles/journal_contribution/Catalytic_Regioselective_Olefin_Hydroarylation_alkenylation_by_Sequential_Carbonickelation-Hydride_Transfer/14815829Test |
| DOI: |
10.1021/jacs.1c03228.s001 |
| الإتاحة: |
https://doi.org/10.1021/jacs.1c03228.s001Test |
| حقوق: |
CC BY-NC 4.0 |
| رقم الانضمام: |
edsbas.FB4B7624 |
| قاعدة البيانات: |
BASE |
