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

被引:5
作者
Hu, Zi-Jun [1 ]
Chen, Wei [2 ]
Lyu, Xinyu [1 ]
Zhang, Hui-Peng [1 ]
Chen, Si-Wei [1 ]
Ding, Xian-Heng [1 ]
Yu, Cang-Hai [1 ]
Cui, Zhen [1 ]
Miao, Chun-Bao [1 ]
Yang, Hai-Tao [1 ]
机构
[1] Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Jiangsu, Peoples R China
[2] Changzhou Siyao Pharmaceut Co Ltd, Changzhou 213018, Jiangsu, Peoples R China
关键词
INDOLES; ACID;
D O I
10.1021/acs.orglett.4c01071
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 alpha-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.
引用
收藏
页码:4229 / 4234
页数:6
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