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Copper-catalyzed [3+2] annulation of O-acyl ketoximes with 2-aryl malonates for the synthesis of 3-aryl-4-pyrrolin-2-ones.
Song, Xiao-Qing; Qiang, Xiao-Qi; Hu, Zi-Jun; Lyu, Xinyu; Tan, Sheng; Yao, Changsheng; Sun, Yong-Qiang; Miao, Chun-Bao; Yang, Hai-Tao.
Affiliation
  • Song XQ; Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, School of Petrochemical Engineering, Changzhou University, Changzhou, 213164, P. R. China. yanght@cczu.edu.cn.
  • Qiang XQ; Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, School of Petrochemical Engineering, Changzhou University, Changzhou, 213164, P. R. China. yanght@cczu.edu.cn.
  • Hu ZJ; Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, School of Petrochemical Engineering, Changzhou University, Changzhou, 213164, P. R. China. yanght@cczu.edu.cn.
  • Lyu X; Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, School of Petrochemical Engineering, Changzhou University, Changzhou, 213164, P. R. China. yanght@cczu.edu.cn.
  • Tan S; Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, School of Petrochemical Engineering, Changzhou University, Changzhou, 213164, P. R. China. yanght@cczu.edu.cn.
  • Yao C; Jiangsu Key Lab of Green Synthetic Chemistry for Functional Materials, School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, Jiangsu 221116, P. R. China.
  • Sun YQ; Changzhou Siyao Pharmaceuticals Co., Ltd, Changzhou, 213018, P. R. China.
  • Miao CB; Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, School of Petrochemical Engineering, Changzhou University, Changzhou, 213164, P. R. China. yanght@cczu.edu.cn.
  • Yang HT; Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, School of Petrochemical Engineering, Changzhou University, Changzhou, 213164, P. R. China. yanght@cczu.edu.cn.
Chem Commun (Camb) ; 59(35): 5225-5228, 2023 Apr 27.
Article in En | MEDLINE | ID: mdl-37039521
ABSTRACT
A copper-catalyzed [3+2] annulation of O-acyl ketoximes with 2-aryl malonates for the concise synthesis of 3-aryl-4-pyrrolin-2-ones has been developed. The advantage of this method lies in the use of O-acyl oximes as an internal oxidant to generate the nucleophilic enamines and electrophilic p-quinone methides concurrently. The subsequent nucleophilic addition undergoes selectively on the α-C of malonates.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Chem Commun (Camb) Journal subject: QUIMICA Year: 2023 Document type: Article
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Chem Commun (Camb) Journal subject: QUIMICA Year: 2023 Document type: Article