1: Pd 2: 90 percent / NaSEt / dimethylformamide / 10 h / Heating 3: 1.) H+, 2.) NaOMe View Scheme

1: Pd 2: 90 percent / NaSEt / dimethylformamide / 10 h / Heating 3: 1.) H+, 2.) NaOMe View Scheme

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '3684764', constants.ctx, '0')">diethylaluminium chloride</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11323747', constants.ctx, '0')">bis(cyclopentadienyl)titanium dichloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />T=20&deg;C;&nbsp;0.166667&nbsp;h;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '606478', constants.ctx, '0')">diphenyl acetylene</a> &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />5&nbsp;h;&nbsp;<br />Stage #3: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '113917', constants.ctx, '0')">N-iodo-succinimide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />T=-78 - 20&deg;C;&nbsp;<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '106420', constants.ctx, '0')">1-methyl-pyrrolidin-2-one</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '11333866', constants.ctx, '0')">bis(acetylacetonate)nickel(II)</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587194', constants.ctx, '0')">iodine</a> <br />&nbsp;1.) THF, -35 deg C, 3 h, 2.) THF, -78 deg C -&gt; -10 deg C; -10 deg C, 5 min;&nbsp;&nbsp;Yield given. Multistep reaction;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '16853180', constants.ctx, '0')">C₅H₅TiCl₂</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587194', constants.ctx, '0')">iodine</a> <br /> <br /> &nbsp;