Transition metal catalysed C H bond alkynylation

Abstract

newline General remarks newlineand#61656; All catalysts were purchased from commercial sources and used as received. newlineand#61656; All reactions were carried out under innert atmosphere folowing standard procedures newlineusing schlenk techniques. newlineand#61656; Deuterated solvents for NMR spectroscopic analyses were used as received. All newline1 newlineH newlineNMR and newline13 newlineC NMR analysis were obtained using a Bruker or JEOL 200 MHz, 400 newlineMHz or 500 MHz spectrometers. Coupling constants were measured in Hertz. All newlinechemical shifts are quoted in ppm, relative to TMS, using the residual solvent peak newlineas a reference standard. The following abbreviations are used to explain the newlinemultiplicities: s = singlet, d = doublet, t = triplet, q = quartet, m = multiplet, br newline=broad. newlineand#61656; HRMS spectra were recorded at UHPLC-MS (Q-exactive-Orbitrap Mass newlineSpectrometer) using electron spray ionization [(ESI newline+ newline, +/and#8722; 5kV), solvent medium: newlinewater, acetonitrile, methanol and ammonium acetate] technique and mass values are newlineexpressed as m/z. GC-HRMS (EI) was recorded in Agilent 7200 Accurate-mass-QTOF. newlineand#61656; All reactions are monitored by Thinlayer chromatography (TLC) with 0.25 mm precoated silica gel plates (60 F254). Visualization was accomplished with either UV newlinelight, Iodine adsorbed on silica gel or by immersion in ethanolic solution of newlinephosphomolybdic acid (PMA), p-anisaldehyde or KMnO4followed by heating with newlinea heat gun for ~15 sec. newlineand#61656; All solvents and reagents were purified and dried by according to procedures given newlinein Vogel s Text Book of Practical Organic Chemistry. All reactions were carried out newlineunder nitrogen or argon atmosphere with dry, freshly distilled solvents under newlineanhydrous conditions unless otherwise specified. Yields refer to newlinechromatographically and spectroscopically homogeneous materials unless otherwise newlinestated. newlineand#61656; Column chromatography was performed on silica gel (100-200 or 230-400 mesh newlinesize). newlineand#61656; Chemical nomenclature (IUPAC) and structures were generated u