725213-53-6Relevant academic research and scientific papers
Br?nsted acid-catalysed hydroarylation of unactivated alkynes in a fluoroalcohol-hydrocarbon biphasic system: Construction of phenanthrene frameworks
Takahashi, Ikko,Fujita, Takeshi,Shoji, Noriaki,Ichikawa, Junji
supporting information, p. 9267 - 9270 (2019/08/08)
Transition metal-free hydroarylation of unactivated alkynes was achieved by combining a Br?nsted acid catalyst and a two-phase solvent system consisting of 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP) and cyclohexane. This protocol is applicable to a wide variety of 2-alkynylbiaryls which leads to the synthesis of substituted phenanthrenes via 6-endo-selective ring closure. The biphasic system achieves highly efficient ring closure by appropriate separation of cationic intermediates from neutral compounds. The vinyl carbocation intermediates are stabilised in the HFIP phase, while the substrates and products are distributed in the cyclohexane phase to suppress intermolecular side reactions.
Synthesis of polycyclic aromatic iodides via ICI-induced intramolecular cyclization
Yao, Tuanli,Campo, Marino A.,Larock, Richard C.
, p. 2677 - 2680 (2007/10/03)
The reaction of 2-(arylethynyl)biphenyls with ICI at -78°C affords substituted polycyclic aromatic iodides in good to excellent yields. The aryl substituents can be either electron-donating or electron-withdrawing groups such as OMe, Me, CHO, CO2Et or NO2 groups. This chemistry has been successfully extended to systems containing a variety of polycyclic and heterocyclic rings.
Synthesis of fused polycycles by 1,4-palladium migration chemistry
Huang, Qinhua,Campo, Marino A.,Yao, Tuanli,Tian, Qingping,Larock, Richard C.
, p. 8251 - 8257 (2007/10/03)
Novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.
