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
School of Petrochemical Engineering, Changzhou University, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou, Jiangsu 213164, P. R. China.
Changzhou Siyao Pharmaceuticals Co., Ltd., Changzhou, Jiangsu 213018, P. R. China.
Org Lett. 2024 May 24;26(20):4229-4234. doi: 10.1021/acs.orglett.4c01071. Epub 2024 May 13.
A copper-catalyzed [3 + 2] annulation of -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 -acyl oxime determines two different reaction pathways, thereby leading to the selective generation of 5-sulfonamidoindoles and 2-amido-5-sulfonamidobenzofuran-3(2)-ones.
开发了一种铜催化的α-酰基肟与4-磺酰胺基苯酚的[3 + 2]环化反应。该方法的优点在于同时对两种底物进行双重活化，以形成亲核烯胺和亲电醌单亚胺。α-酰基肟α-碳上的取代基决定了两条不同的反应途径，从而导致选择性生成5-磺酰胺基吲哚和2-酰胺基-5-磺酰胺基苯并呋喃-3(2)-酮。
