Zheng, Yi-Wen and Narobe, Rok and Donabauer, Karsten and Yakubov, Shahboz and Koenig, Burkhard (2020) Copper(II)-Photocatalyzed N-H Alkylation with Alkanes. ACS CATALYSIS, 10 (15). pp. 8582-8589. ISSN 2155-5435,
Full text not available from this repository. (Request a copy)Abstract
We report a practical method for the alkylation of N-H bonds with alkanes using a photoinduced copper(II) peroxide catalytic system. Upon light irradiation, the peroxide serves as a hydrogen atom transfer reagent to activate stable C(sp(3))-H bonds for the reaction with a broad range of nitrogen nucleophiles. The method enables the chemoselective alkylation of amides and is utilized for the late-stage functionalization of N-H bond containing pharmaceuticals with good to excellent yields. The mechanism of the reaction was preliminarily investigated by radical trapping experiments and spectroscopic methods.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | COPPER-CATALYZED AMIDATION; BOND FUNCTIONALIZATION; AMINATION; AMINES; SUBSTITUTION; COUPLINGS; SECONDARY; CLEAVAGE; ADJACENT; HALIDES; C-H activation; amination; alkylation; copper catalysis; photocatalysis |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 16 Mar 2021 09:19 |
| Last Modified: | 16 Mar 2021 09:19 |
| URI: | https://pred.uni-regensburg.de/id/eprint/44041 |
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