Example 1
General Synthetic Procedure: All commercial reagents were purchased and used as received without further purification. Pd(OAc)2 was purchased from Pressure Chemical Co. n-Bu4NBr, CuI, 2-(tributylstannyl)pyridine and 2-picolinic acid were purchased from Sigma Aldrich. Silica gel (40-60 μm) was purchased from Agela Technologies and BDH. DMSO, toluene (low water), and acetic acid were purchased from Alfa Aesar, J. T. Baker, Fluke and BDH respectively.
All reactions were carried out under an inert N2 atmosphere in oven-dried glassware. External bath temperatures were used to record all reaction temperatures. Flash column chromatography was carried out with silica gel. Proton and carbon NMR spectra (1H NMR and 13C NMR) were recorded in dimethyl sulfoxide-d6 (DMSO-d6) on a Varian 400 MHz NMR spectrometer. The solvent residual peak (DMSO-d6) was calibrated to 2.50 ppm for 1H NMR and 39.52 ppm for 13C NMR. Multiplicities are abbreviated as follows: s=singlet, d=doublet, dd=doublet of doublets, t=triplet, br=broad, m=multiplet.