Synthesis of Terminal <i>N</i>‐Vinylazoles from Aromatic Aldehydes, DMSO, and Azoles Based DMSO as Terminal Carbon Synthon
Zhiwen Nie, Huifang Lv, Hui Li, Miaodong Su, Tonglin Yang, Weiping Luo, Qiang Liu, Can‐Cheng Guo
Abstract
Abstract A protocol for the synthesis of terminal N ‐vinylazoles from aromatic aldehydes, DMSO, and azoles has been reported. In this strategy, DMSO was involved in the construction of the C=C bond as a terminal carbon synthon. Both aromatic aldehydes and azoles could be well tolerated and give the corresponding terminal N ‐vinylazoles in 52–91% yields. Based on preliminary experiments, a plausible mechanism is proposed. magnified image
Topics & Concepts
SynthonChemistryTerminal (telecommunication)Combinatorial chemistryStereochemistryOrganic chemistryMedicinal chemistryTelecommunicationsComputer scienceCatalytic C–H Functionalization MethodsChemical Synthesis and AnalysisAsymmetric Synthesis and Catalysis