1: 46 percent / I2, 1,2-bis(diphenylphosphino)ethane / CH2Cl2 / 4 h / Ambient temperature 2: 34 percent / dimethylsulfoxide / 2 h / Ambient temperature 3: 79 percent / trifluoroacetic acid, H2O / CH2Cl2 View Scheme

1: 46 percent / I2, 1,2-bis(diphenylphosphino)ethane / CH2Cl2 / 4 h / Ambient temperature 2: 34 percent / dimethylsulfoxide / 2 h / Ambient temperature 3: 79 percent / trifluoroacetic acid, H2O / CH2Cl2 4: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, 0 deg C, 10 min, 2.) THF, hexane, 0 deg C, 1.5 h 5: 88 percent / H2 / 10percent Pd/C / diethyl ether / 16 h 6: 44 percent / molecular sieves 4 A, pyridinum dichromate / dimethylformamide / 120 h / Ambient temperature 7: 94 percent / 10percent aq. tetrabutylammonium hydroxide / CH2Cl2 / 16 h View Scheme

1: 46 percent / I2, 1,2-bis(diphenylphosphino)ethane / CH2Cl2 / 4 h / Ambient temperature 2: 34 percent / dimethylsulfoxide / 2 h / Ambient temperature View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '19253605', constants.ctx, '0')">4 A molecular sieve</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '747939', constants.ctx, '0')">2,3-dicyano-5,6-dichloro-p-benzoquinone</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;0.333333&nbsp;h;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '19253605', constants.ctx, '0')">4 A molecular sieve</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3693596', constants.ctx, '0')">manganese triacetate</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '747939', constants.ctx, '0')">2,3-dicyano-5,6-dichloro-p-benzoquinone</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;6&nbsp;h;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '103233', constants.ctx, '0')">pyridine</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />16&nbsp;h;&nbsp;&nbsp;Ambient temperature;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 48 percent / iron (III) sulphate on silica gel / hexane / 1.42 h / 45 &deg;C<br />2: 84 percent / pyridine / CH₂Cl₂ / 16 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 65 percent / triethylamine; 4-(dimethylamino)pyridine; molecular sieves 4 Angstroem / CH₂Cl₂ / 12 h / 20 &deg;C<br />2: 84 percent / DDQ; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.33 h / 20 &deg;C<br /> <br /> &nbsp;