Fourier 300

The reagents and solvents are purchased from various suppliers as indicated in Table 1.
All reactants and solvents were used as received. The purifications using flash chromatography were performed on a PuriFlash 420XS, Interchim (Montluçon, France), equipped with a prepacked column (PF-30SI-HP (silica) or PF-30C18HP (C-18 grafted silica)) and monitored at λ = 254 and 280 nm. ¹H-NMR analyses were recorded at 300 MHz on a Fourier 300, Bruker (Wissenbourg, France). The spectra were calibrated on the solvent residual peak (CDCl₃, δ = 7.26 ppm; acetone-d₆, δ = 2.05 ppm; CD₃OD, δ = 3.31 ppm) and described as follows: chemical shift in part per million (ppm), multiplicity, coupling constant, integration, and attribution. ¹³C-NMR analyses were recorded at 75 MHz on a Fourier 300, Bruker (Wissenbourg, France). The spectra were calibrated on the solvent residual peak (CDCl₃, δ = 77.16 ppm; acetone-d₆, δ = 29.84 ppm; CD₃OD, δ = 49.00 ppm) and described as follows: chemical shift in part per million (ppm) and attribution. 2D spectra, ¹H-¹H-Cosy, ¹H-¹³C-HSQC, and ¹H-¹³C HMBC were used for attributing peaks. HRMS were recorded on a HPLC system Agilent 1290 coupled with PDA UV and 6545 Q-Tof. The melting points were recorded on a MP50, Mettler Toledo (Viroflay, France) using capillary tubes (ME-18552) with the following method: initial temperature 40 °C, then heating at 5 °C/min until 200 °C.

Reactions were monitored by analytical thin-layer chromatography (TLC) using silica gel 60 F₂₅₄ pre-coated glass plates (0.25 mm thickness) and visualized using UV light. Flash chromatography was carried out on silica gel (230–400 mesh). Proton NMR spectra were recorded on spectrometers operating at 300 MHz (Bruker Fourier 300); proton chemical shifts are reported in ppm (δ) with the solvent reference relative to tetramethylsilane (TMS) employed as the internal standard (CDCl₃: δ = 7.26 ppm). ¹³C-NMR spectra were recorded on 300 MHz spectrometers (Bruker Fourier 300) operating at 75 MHz, with complete proton decoupling; carbon chemical shifts are reported in ppm (δ) relative to TMS with the respective solvent resonance as the internal standard (CDCl₃: δ = 77.0 ppm). Mass spectra and accurate mass analysis were carried out on a VG AUTOSPEC- M246 spectrometer (double-focusing magnetic sector instrument with EBE geometry) equipped with EI source or with LCQ Fleet ion trap mass spectrometer, ESI source, with acquisition in positive ionization mode in the mass range of 50–2000 m/z. Dry solvents were purchased and stored under nitrogen over molecular sieves (bottles with crown caps). All chemicals were purchased from commercial suppliers and used without further purification unless otherwise specified.