Lewis base-catalyzed [3+2] annulation of β-oxo-acrylamides with acyl isothiocyanates: facile access to 2-iminothiazolidin-4-one derivatives

被引:2
|
作者
Liu, Wanxing [1 ]
Mao, Zhehui [3 ]
Chong, Daohuang [3 ]
Wang, Zhaoxue [2 ]
Zhang, Keying [2 ]
Wu, Lingang [2 ,3 ]
Xie, Lei [2 ]
机构
[1] Nonpubl Enterprise Serv Ctr Liaocheng, Liaocheng 252000, Shandong, Peoples R China
[2] Liaocheng Univ, Sch Chem & Chem Engn, Sch Pharm, Liaocheng 252000, Shandong, Peoples R China
[3] Jinan Enlighten Biotechnol Co Ltd, Jinan 250013, Shandong, Peoples R China
关键词
Acyl isothiocyanate; 3+2] annulation; 2-Iminothiazolidin-4-one; Oxo-acrylamide; SELECTIVE-INHIBITION; AZAOXYALLYL CATIONS; CYCLOADDITION; SULFUR; 5-ARYLIDENE-2-IMINO-4-THIAZOLIDINONES; DESIGN; OXYGEN;
D O I
10.1016/j.tetlet.2024.155022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and efficient protocol for the Cs 2 CO 3 -catalyzed [3 + 2] annulation of /3-oxo-acrylamides with acyl isothiocyanates has been developed under mild reaction conditions. This strategy offers a streamlined route to access 2-iminothiazolidin-4-one derivatives with yields of 53 -83 %. The annulation is characterized by being transition-metal-free, atom-economic, and operationally straightforward.
引用
收藏
页数:4
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