1: methanol; potassium carbonate / tetrahydrofuran / 1 h / 20 °C 2: platinum (II) chloride / toluene / Heating 3: boron tribromide 4: bis-[(trifluoroacetoxy)iodo]benzene View Scheme

<b>Multi-step reaction with 3 steps<br /> </b>1.1: methanesulfonic acid / Heating<br />2.1: pyridine / dichloromethane / 20 &deg;C<br />2.2: 20 &deg;C / Cooling<br />3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 2 h / 20 &deg;C / Inert atmosphere<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: pyridine / dichloromethane / 20 &deg;C<br />1.2: 20 &deg;C / Cooling<br />2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 2 h / 20 &deg;C / Inert atmosphere<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1.1: sodium hydroxide / ethanol; water / 1 h / Reflux<br />2.1: methanesulfonic acid / Heating<br />3.1: pyridine / dichloromethane / 20 &deg;C<br />3.2: 20 &deg;C / Cooling<br />4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 2 h / 20 &deg;C / Inert atmosphere<br /> <br /> &nbsp;

<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=20&deg;C;&nbsp;Sonogashira cross-coupling;&nbsp;2&nbsp;h;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br /> <br /> &nbsp;