Cu(III) Trifluoromethyl Complexes with 1,3-Diketonate Ligands and Their Versatile Reactivity in C-H Trifluoromethylation

High-valent Cu(III) trifluoromethyl complexes with 1,3-diketonates as bidentate oxygen donor ligands LCuIII(CF3)2 were prepared for the first time and fully characterized, including X-ray crystallography. These complexes are soluble in most organic solvents and were found to be more reactive than known N-donor Cu(III) trifluoromethyl complexes. They exhibit a promising reactivity in radical and radical-polar crossover trifluoromethylation reactions. Direct C-H trifluoromethylation of electron-rich arenes and indoles using Cu(III) trifluoromethyl diketonates under blue light irradiation in mild conditions is described. Azolo- and oxy-trifluoromethylation of terminal alkynes using Cu(III) trifluoromethyl diketonate complex and S-trifluoromethylation of thiophenol were demonstrated as applications

An efficient microwave-assisted synthesis and biological properties of polysubstituted pyrimidinyl- and 1,3,5-triazinylphosphonic acids

Polysubstituted pyrimidinylphosphonic and 1,3,5-triazinylphosphonic acids with potential biological properties were prepared in high yields by the microwave-assisted Michaelis Arbuzov reaction of trialkyl phosphite with the corresponding halopyrimidines and halo-1,3,5-triazines, respectively, followed by the standard deprotection of the phosphonate group using TMSBr in acetonitrile. 4,6-Diamino-5chloropyrimidin-2-ylphosphonic acid (7a) was found to exhibit a weak to moderate anti-influenza activity (28-50 uM) and may represent a novel hit for further SAR studies and antiviral improvement. (C) 2011 Elsevier Ltd. All rights reserved.status: publishe