1: 100 percent / Me3COCl / CHCl3 / Ambient temperature 2: 70 percent / Et3N / CHCl3 / Ambient temperature 3: 56 percent / NaBH4 / methanol / 0 °C 4: 5percent aq. NaOH / Heating View Scheme

pyridine; bis-[(trifluoroacetoxy)iodo]benzene in benzene T=60°C; 0.75 h;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '8136594', constants.ctx, '0')">lithium hydroxide hydrate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a> <br />20&nbsp;h;&nbsp;&nbsp;Reflux;&nbsp;<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4169176', constants.ctx, '0')">tetra-n-octylammonium bromide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '4267587', constants.ctx, '0')">potassium carbonate</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '8128138', constants.ctx, '0')">potassium hydroxide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '741857', constants.ctx, '0')">acetonitrile</a> <br />&nbsp;Inert atmosphere;&nbsp;<br /> &nbsp;