Nguyen Quang The, Thi Hang Anh-Hung, Ho Nguyen Thuy-Linh, Nguyen Chau Duy-Khiem, Tran Phuong Hoang
Department of Organic Chemistry, Faculty of Chemistry, University of Science, Vietnam National University - Ho Chi Minh City 721337 Viet Nam
Center for Innovative Materials and Architectures, Vietnam National University - Ho Chi Minh City 721337 Viet Nam.
RSC Adv. 2018 Mar 27;8(21):11834-11842. doi: 10.1039/c8ra01709c. eCollection 2018 Mar 21.
A highly efficient and green strategy for the synthesis of 2-arylbenzoxazoles, 2-arylbenzimidazoles, and 2-arylbenzothiazoles catalyzed by phosphonium acidic ionic liquid has been developed the condensation of -aminophenol, -phenylenediamines, and -aminothiophenol, respectively, with aldehydes. The reaction has a good yield, the broad substrate scope, and mild condition. Triphenyl(butyl-3-sulphonyl)phosphonium toluenesulfonate catalyst was easily obtained from cheap and available starting materials through a one-pot synthesis. Its structure was identified by H NMR, C NMR, P NMR, and FT-IR techniques. Other properties including thermal stability and acidity were determined by TGA and Hammett acidity function method. Interestingly, the catalyst can maintain its constantly outstanding performance till the fourth recovery.
已开发出一种由鏻酸性离子液体催化合成2-芳基苯并恶唑、2-芳基苯并咪唑和2-芳基苯并噻唑的高效绿色策略,分别是邻氨基酚、邻苯二胺和邻氨基苯硫酚与醛的缩合反应。该反应产率高、底物范围广且条件温和。三苯基(丁基-3-磺酰基)鏻甲苯磺酸盐催化剂可通过一锅法从廉价易得的起始原料轻松制得。通过¹H NMR、¹³C NMR、³¹P NMR和FT-IR技术对其结构进行了鉴定。通过TGA和哈米特酸度函数法测定了包括热稳定性和酸度在内的其他性质。有趣的是,该催化剂在第四次回收时仍能保持其持续优异的性能。