Development and Application of Pyridinium 1,4‐Zwitterionic Thiolates: Synthesis of Polysubstituted Thiophenes
Bin Cheng, Xiaoguang Duan, Yuntong Li, Xin‐Ping Zhang, Hui Li, Fufang Wu, Yun Li, Taimin Wang, Hongbin Zhai
Abstract
Pyridinium 1,4‐zwitterionic thiolates as a class of sulfur‐containing synthons were applied to a [3+2] cascade cyclization reaction with activated alkynes, affording a library of polysubstituted thiophenes with excellent regioselectivities, especially those bearing various fluorine‐containing groups. The freshly disclosed pyridinium 1,4‐zwitterionic thiolates decorated with acyl or trifluoromethyl groups exhibited powerful potential in the synthesis of polysubstituted thiophenes. Of particular note is that pyridinium A4 could introduce sulfur and CF 3 groups to target products simultaneously.
Topics & Concepts
PyridiniumChemistrySynthonTrifluoromethylOrganic chemistryCombinatorial chemistryPyridinium CompoundsSulfurMedicinal chemistryAlkylSulfur-Based Synthesis TechniquesSynthesis and Catalytic ReactionsCatalytic C–H Functionalization Methods