Silica gel

Compound purification was performed by column chromatography with Merck silica gel (40–63 µm) or flash chromatography (Biotage Isolera One, Uppsala, Sweden), as well as the adequate eluent for each compound. Reactions were monitored by thin layer chromatography (TLC), and compounds were detected under UV light (λ = 254 nm) and by using ethanolic solution of vanillin or ninhydrin. Melting points were determined using a Reichert Thermo Galen Kofler block and were uncorrected. ¹H-NMR and ¹³C-NMR spectra were obtained in Bruker Avance 300 (300 MHz) and Bruker Avance 400 III HD (400 MHz) spectrometers. Samples were dissolved in CDCl₃ or DMSO-d₆, and TMS was used as internal standard for ¹H NMR spectra. In ¹³C NMR spectra, central signals of solvent CDCl₃ (77.0 ppm) and DMSO-d (39.5 ppm) were used as references. Chemical shifts (δ) are given in ppm, and coupling constants (J) are reported in Hz. Signal multiplicity is abbreviated as: singlet (s), doublet (d), triplet (t), pentuplet (p), and multiplet (m). IR spectra were recorded on a Perkin-Elmer Spectrum One B spectrometer. Low-resolution mass spectra were recorded on an Agilent HP 1100 LC/MS spectrometer, and high-resolution mass spectrometry (Exact Mass) was performed in an AGILENT 6520 Accurate-Mass QTOF LC/MS spectrometer. Elemental analysis was performed on elementary chemical analyzer (LECO CHNS-932).

Compound purification was performed by column chromatography with Merck Silica Gel (40–63 µm) or by flash chromatography (Biotage Isolera One equipment) and the adequate eluyent for each case. Reaction course was monitored by thin layer cromatography (t.l.c.), revealing with UV light (λ = 254 nm) and ethanolic solution of vanillin or ninhydrin. Melting points were determined using a Reichert Thermo Galen Kofler block and are uncorrected. Samples were dissolved in CDCl₃ or DMSO-d₆ using TMS as internal standard for ¹H NMR spectra. In ¹³C NMR spectra, CDCl₃ central signal (77.0 ppm) and DMSO-d (39.5 ppm) were used as references. ¹H-NMR and ¹³C-NMR spectra were obtained in Bruker Avance 300 (300 MHz) and Bruker Avance 400 III HD (400 Hz) spectrometers. Chemical shifts (δ) are given in ppm. Coupling constants (J) are given in Hz. Signal multiplicity is abbreviated as: singlet (s), doublet (d), triplet (t), quartet (c), doublet of doublets (dd), triplet of doublets (td), or multiplet (m). IR spectra were recorded on a Perkin-Elmer Spectrum One B spectrometer. Units are cm⁻¹. Low resolution mass spectra were recorded on an Agilent HP 1,100 LC/MS Spectrometer, whereas High Resolution mass spectrometry (Exact Mass) was performed in an AGILENT 6,520 Accurate-Mass QTOF LC/MS Spectrometer. Elemental analyses were performed in an Elementary Chemical Analyzer LECO CHNS-932.