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Copper-Catalyzed [3 + 2] Annulation of O-Acyl Oximes with 4-Sulfonamidophenols for the Synthesis of 5-Sulfonamidoindoles and 2-Amido-5-sulfonamidobenzofuran-3(2H)-ones.
Hu, Zi-Jun; Chen, Wei; Lyu, Xinyu; Zhang, Hui-Peng; Chen, Si-Wei; Ding, Xian-Heng; Yu, Cang-Hai; Cui, Zhen; Miao, Chun-Bao; Yang, Hai-Tao.
Affiliation
  • Hu ZJ; School of Petrochemical Engineering, Changzhou University, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou, Jiangsu 213164, P. R. China.
  • Chen W; Changzhou Siyao Pharmaceuticals Co., Ltd., Changzhou, Jiangsu 213018, P. R. China.
  • Lyu X; School of Petrochemical Engineering, Changzhou University, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou, Jiangsu 213164, P. R. China.
  • Zhang HP; School of Petrochemical Engineering, Changzhou University, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou, Jiangsu 213164, P. R. China.
  • Chen SW; School of Petrochemical Engineering, Changzhou University, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou, Jiangsu 213164, P. R. China.
  • Ding XH; School of Petrochemical Engineering, Changzhou University, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou, Jiangsu 213164, P. R. China.
  • Yu CH; School of Petrochemical Engineering, Changzhou University, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou, Jiangsu 213164, P. R. China.
  • Cui Z; School of Petrochemical Engineering, Changzhou University, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou, Jiangsu 213164, P. R. China.
  • Miao CB; School of Petrochemical Engineering, Changzhou University, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou, Jiangsu 213164, P. R. China.
  • Yang HT; School of Petrochemical Engineering, Changzhou University, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou, Jiangsu 213164, P. R. China.
Org Lett ; 26(20): 4229-4234, 2024 May 24.
Article in En | MEDLINE | ID: mdl-38738828
ABSTRACT
A copper-catalyzed [3 + 2] annulation of O-acyl oximes with 4-sulfonamidophenols is developed. The advantage of this method lies in the concurrent double activation of two substrates to form nucleophilic enamines and electrophilic quinone monoimines. The substituent on the α-carbon of O-acyl oxime determines two different reaction pathways, thereby leading to the selective generation of 5-sulfonamidoindoles and 2-amido-5-sulfonamidobenzofuran-3(2H)-ones.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2024 Document type: Article Country of publication:
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2024 Document type: Article Country of publication: