Copper-Catalyzed [3 + 2] Annulation of O -Acyl Oximes with p -Hydroquinones for the Synthesis of 5-Hydroxyindoles.

Autor: Zhang HP; School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University, Changzhou, Jiangsu 213164, China., Chen W; Changzhou Siyao Pharmaceuticals Co., Ltd., Changzhou, Jiangsu 213018, China., Hu ZJ; School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University, Changzhou, Jiangsu 213164, China., Lyu X; School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University, Changzhou, Jiangsu 213164, China., Qiao EJ; School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University, Changzhou, Jiangsu 213164, China., Jin WB; School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University, Changzhou, Jiangsu 213164, China., Xu WY; School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University, Changzhou, Jiangsu 213164, China., Ding XH; School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University, Changzhou, Jiangsu 213164, China., Miao CB; School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University, Changzhou, Jiangsu 213164, China., Yang HT; School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University, Changzhou, Jiangsu 213164, China.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2024 Oct 18; Vol. 89 (20), pp. 14968-14980. Date of Electronic Publication: 2024 Oct 04.
DOI: 10.1021/acs.joc.4c01722
Abstrakt: A copper-catalyzed [3 + 2] annulation of O -acyl oximes with 2-electron-withdrawing group substituted p -hydroquinones for the efficient synthesis of polysubstituted 5-hydroxyindoles is developed. Further intramolecular cyclization leads to the concise and rapid construction of several kinds of 3,4- and 4,5-fused polycyclic indoles.
Databáze: MEDLINE