1: 1.) KOH, 2.) acetic acid / 1.) 11 h, reflux 2: 94 percent / H2 / Pd/C / acetic acid / Ambient temperature 3: 78 percent / aq. acetic acid / 100 °C View Scheme

tetrabutyl ammonium fluoride; water in tetrahydrofuran T=0 - 20°C; Inert atmosphere;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11323889', constants.ctx, '0')">bis-triphenylphosphine-palladium(II) chloride</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '11405916', constants.ctx, '0')">copper(l) iodide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '605283', constants.ctx, '0')">triethylamine</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605365', constants.ctx, '0')">N,N-dimethyl-formamide</a> <br />T=0 - 20&deg;C;&nbsp;Sonogashira Cross-Coupling;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '13167957', constants.ctx, '0')">bis(triphenylphosphine)palladium(II)-chloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605283', constants.ctx, '0')">triethylamine</a> <br />T=75&deg;C;&nbsp;<br /> &nbsp;