1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C 1.2: 0 - 20 °C 2.1: silver hexafluoroantimonate; gold(III) chloride / dichloromethane / 0.42 h / 20 °C / Molecular sieve 3.1: chromium(VI) oxide; periodic acid / acetonitrile / 1 h View Scheme

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '2046884', constants.ctx, '0')">1-bromo-3,4-dimethoxy-benzene</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1209227', constants.ctx, '0')">n-butyllithium</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, '1730733', constants.ctx, '0')">hexane</a> <br />T=-78&deg;C;&nbsp;1&nbsp;h;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '22104873', constants.ctx, '0')">5-(3-(oxiran-2-ylmethoxy)prop-1-ynyl)benzo[d][1,3]dioxole</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '2349612', constants.ctx, '0')">boron trifluoride diethyl etherate</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, '1730733', constants.ctx, '0')">hexane</a> <br />T=-78&deg;C;&nbsp;0.5&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 0.5 h<br />1.2: 4 h / 20 &deg;C<br />2.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / water / 3 h / 0 &deg;C<br />3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 &deg;C<br />3.2: 0.5 h / -78 &deg;C<br /> <br /> &nbsp;