1.1: hydrogen bromide / 0.5 h / 10 °C 1.2: 2 h / 20 °C 2.1: Dess-Martin periodane / dichloromethane / 0.25 h / 20 °C 3.1: sodium tris(acetoxy)borohydride / tetrahydrofuran; dichloromethane / 2 h / 0 - 20 °C View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3602276', constants.ctx, '0')">palladium diacetate</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '4267587', constants.ctx, '0')">potassium carbonate</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '6789409', constants.ctx, '0')">PCy_3∙HBF₄</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '506008', constants.ctx, '0')">dimethyl sulfoxide</a> <br />T=140&deg;C;&nbsp;P=10343.2&nbsp;Torr;&nbsp;0.166667&nbsp;h;&nbsp;&nbsp;Microwave irradiation;&nbsp;<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: sulfuric acid / 0.5 h / |Reflux<br />2: sodium tetrahydroborate; calcium chloride / ethanol / 16 h / 0 - 20 &deg;C<br />3: toluene-4-sulfonic acid / toluene / 18 h / |Dean-Stark; |Reflux<br />4: palladium diacetate; PCy_3∙HBF₄; potassium carbonate / dimethyl sulfoxide / 0.17 h / 140 &deg;C / 10343.2 Torr / |Microwave irradiation<br /> <br /> &nbsp;