1.1: methanesulfonic acid / Heating 2.1: pyridine / dichloromethane / 20 °C 2.2: 20 °C / Cooling 3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere 4.1: methanol; potassium carbonate / tetrahydrofuran / 1 h / 20 °C 5.1: platinum (II) chloride / toluene / Heating 6.1: boron tribromide 7.1: bis-[(trifluoroacetoxy)iodo]benzene View Scheme

Stage #1: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '8128150', constants.ctx, '0')">sodium hydroxide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1718733', constants.ctx, '0')">ethanol</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br />1&nbsp;h;&nbsp;&nbsp;Reflux;&nbsp;<br />Stage #2: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098214', constants.ctx, '0')">hydrogenchloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br /> <br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: palladium diacetate; potassium carbonate; triphenylphosphine / ethylene glycol dimethyl ether; water / 20 &deg;C / Inert atmosphere<br />1.2: 23 h / Inert atmosphere; Reflux<br />2.1: (1,2,3,4,5-pentaphenylferrocen-1'-yl)-di-tert-butylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran / 20 &deg;C / Inert atmosphere<br />3.1: sodium hydroxide / ethanol; water / 1 h / Reflux<br /> <br /> &nbsp;