高等学校化学学报2024，Vol.45Issue(5)：64-70,7.DOI:10.7503/cjcu20240033
钯催化合成噻吩并[2,3-b]噻喃-4-酮类化合物
Synthesis of Thieno[2,3-b]thiopyran-4-one Derivatives by Palladium Catalysts
摘要
Abstract
Thieno[2,3-b]thiopyrans are important core structures found in a variety of natural products and other biologically important molecules with a wide range of biological activities.In this work,a series of thieno[2,3-b]thio-pyran-4-one derivatives was constructed from 1,6-disubstituted group-4-(1,3-dithiolan-2-ylidene)-1-en-5-yn-3-one via palladium-catalyzed cycloaddition reactions.Optimization experiments showed that the best experimental condi-tions were as follows:using Pd(OAc)2(30%,molar fraction)as catalyst,the substrate(1.0 mmol)and K2CO3(1.2 mmol)reacted at 100℃for 8 h in N,N-dimethylformamide(DMF),thieno[2,3-b]thiopyran-4-one derivatives were synthesized with a yield of 87%.The composition and structure has been characterized by menas of nuclear magnetic resonance(1H NMR and 13C NMR)and high resolution mass spectrometer(electrospray ionization)[HRMS(ESI)].The mechanism for the reaction was proposed.The menthod had the advantages of mild conditions,safe operation and higher yields.关键词
醋酸钯/催化/噻吩并[2,3-b]噻喃/二硫缩烯酮Key words
Palladium acetate/Catalyze/Thiophene[2,3-b]thiapyran/Ketene dithioacetal分类
化学化工引用本文复制引用
任传清,季晓晖,张强,曹小燕,季建伟,刘波..钯催化合成噻吩并[2,3-b]噻喃-4-酮类化合物[J].高等学校化学学报,2024,45(5):64-70,7.基金项目
国家自然科学基金(批准号:22101165)和陕西省教育厅重点实验室项目(批准号:23JS002)资助. Supported by the National Natural Science Foundation of China(No.22101165)and the Project of the Key Laboratory of Education Department of Shaanxi Province,China(No.23JS002). （批准号:22101165）
