96919-49-2Relevant articles and documents
Metal- and additive-free cascade trifluoroethylation/cyclization of organic isoselenocyanates by phenyl(2,2,2-trifluoroethyl)iodonium triflate
Zhao, Cheng-Long,Shi, Jin,Lu, Xiuqiang,Wu, Xun,Zhang, Cheng-Pan
supporting information, (2019/09/03)
A novel and convenient cascade trifluoroethylation/cyclization of organic isoselenocyanates by phenyl(2,2,2-trifluoroethyl)iodonium triflate is reported. A series of 2-isoselenocyanobiaryls and aryl alkyl isoselenocyanates reacted with phenyl(2,2,2-trifluoroethyl)iodonium triflate in CH2Cl2 at 40 °C under metal- and additive-free conditions for 3 h to provide the corresponding trifluoroethylselenolated phenanthridines and 3,4-dihydroisoquinoline derivatives in good to excellent yields. The reaction represents the first general approach to access trifluoroethylselenolated phenanthridines and 3,4-dihydroisoquinolines from organic isoselenocyanates.
TfOH-Promoted Transition-Metal-Free Cascade Trifluoroethylation/Cyclization of Organic Isothiocyanates by Phenyl(2,2,2-trifluoroethyl)iodonium Triflate
Zhao, Cheng-Long,Han, Qiu-Yan,Zhang, Cheng-Pan
supporting information, p. 6480 - 6484 (2018/10/09)
An efficient and transition-metal-free method for the synthesis of the structurally diversified trifluoroethylthiol phenanthridines and 3,4-dihydroisoquinolines is described. Various 2-isothiocyanobiaryls and aryl alkyl isothiocyanates reacted with phenyl(2,2,2-trifluoroethyl)iodonium triflate in CH2Cl2 in the presence of trifluoromethanesulfonic acid at 40 °C to form the corresponding trifluoroethylation/cyclization products in good to quantitative yields. This work represents the first construction of trifluoroethylthiol phenanthridine and isoquinoline derivatives from isothiocyanates in the absence of transition-metal catalysts by a one-pot procedure.
Palladium-Catalyzed Synthesis of Tetrasubstituted Olefins by Triple Domino Process
Naveen, Kanagaraj,Nikson, Savariyappan Albert,Perumal, Paramasivan Thirumalai
supporting information, p. 2407 - 2413 (2017/07/22)
An efficient, highly regio- and stereoselective protocol for the synthesis of tetrasubstituted olefins was developed to take place by a palladium(0)-catalyzed triple domino process. It involves the formation of three new C?C bonds through double carbopalladation and C?H activation across 2-bromoaryl alkynyl biaryls/heteroaryls with norbornene. This method is practically simple with broad substrate scope and tolerates a wide range of substituents. The products bearing 9H-pyrrolo[1,2-a]indole motifs reveal intriguing solid state fluorescence properties and thus form a new class of aggregation induced emission (AIE) fluorophores. (Figure presented.).