tetrakis(triphenylphosphine) palladium(0); sodium carbonate in ethylene glycol dimethyl ether

sodium carbonate; tetrakis(triphenylphosphine) palladium(0) in ethylene glycol dimethyl ether; water Suzuki-Miyaura cross-coupling; Heating;

1: 84 percent / Pd(PPh3)4 / tetrahydrofuran / 12 h / Heating 2: 93 percent / NaH, C2H5SH / dimethylformamide / 10 h / Heating 3: 60 percent / NaOEt / ethanol / 24 h / Heating View Scheme

Stage #1: &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, '1732752', constants.ctx, '0')">anhydrous butyl ether</a> <br />T=-10&deg;C;&nbsp;2&nbsp;h;&nbsp;<br />Stage #2: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605266', constants.ctx, '0')">ethylene dibromide</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, '1732752', constants.ctx, '0')">anhydrous butyl ether</a> <br />T=-78&deg;C;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 1.) Cp₂TiCl₂, 2.) NBS / 1.) CH₂Cl₂, RT, 6 h, 2.) from -70 deg C to -78 deg C, 0.5 h<br />2: 95 percent / Pd(PPh₃)4 / tetrahydrofuran / 10 h / Heating<br />3: 85 percent / Br₂, NaOMe / CH₂Cl₂; methanol / 2 h / -78 - 20 &deg;C<br /> <br /> &nbsp;