Copper-Catalyzed Synthesis of Substituted Primary Arylamines from Cyclohexenone Oxime Esters.

Autor: Kuang YJ; Key Laboratory of Applied Chemistry of Chongqing Municipality, College of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China., Yu Y; Key Laboratory of Applied Chemistry of Chongqing Municipality, College of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China., Zhou M; Key Laboratory of Applied Chemistry of Chongqing Municipality, College of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China., Yin YC; Key Laboratory of Applied Chemistry of Chongqing Municipality, College of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China., Cai T; Key Laboratory of Applied Chemistry of Chongqing Municipality, College of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China., Luo QL; Key Laboratory of Applied Chemistry of Chongqing Municipality, College of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2023 Dec 08; Vol. 25 (48), pp. 8655-8660. Date of Electronic Publication: 2023 Nov 29.
DOI: 10.1021/acs.orglett.3c03501
Abstrakt: A novel protocol has been developed for the Cu-catalyzed synthesis of primary arylamines with meta -substituents using cyclohexenone oxime esters. Mechanistic insights suggest that the reaction proceeds via an intermolecular 1,5-H hydrogen atom transfer of an imine radical intermediate. This approach features high efficiency, a readily available catalyst system, and broad functional group tolerance.
Databáze: MEDLINE