1: 510 mg / DBU / benzene / 20 °C 2: 55 percent / (MeCN)2PdCl2; AsPh3 / 1-methyl-pyrrolidin-2-one / 1.5 h / 80 °C 3: 98 percent / TBAF; AcOH / tetrahydrofuran 4: 88 percent / H2 / [Ir(COD)(py)PCy3]PF6 / CH2Cl2 / 3 h / 51714.8 Torr 5: 88 percent / diphenylphosphorylazide; DBU / tetrahydrofuran / 0 - 20 °C 6: H2 / Pd/C / ethanol / 1 h 7: K2CO3 / acetonitrile / 2 h / Heating 8: 10 mg / LiAlH(OMe)3 / tetrahydrofuran / 40 h / Heating View Scheme

1: DBU / benzene 2: 55 percent / (MeCN)2PdCl2, AsPh3, NMP / 1.5 h / 80 °C 3: 100 percent / TBAF, AcOH / tetrahydrofuran / 72 h 4: 88 percent / H2, <Ir(COD)pyCy3>PF6 / CH2Cl2 / 51714.8 Torr 5: 100 percent / activated MnO2 / CHCl3 View Scheme

1: DBU / benzene 2: 55 percent / (MeCN)2PdCl2, AsPh3, NMP / 1.5 h / 80 °C 3: 100 percent / TBAF, AcOH / tetrahydrofuran / 72 h 4: 88 percent / H2, <Ir(COD)pyCy3>PF6 / CH2Cl2 / 51714.8 Torr 5: 100 percent / activated MnO2 / CHCl3 View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587193', constants.ctx, '0')">bromine</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '605283', constants.ctx, '0')">triethylamine</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />T=0&deg;C;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 86 percent / imidazole; DMAP / CH₂Cl₂ / 3 h / 20 &deg;C<br />2: Br₂; Et₃N / CH₂Cl₂ <br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 86 percent / imidazole; DMAP / CH₂Cl₂ / 3 h / 20 &deg;C<br />2: Br₂; Et₃N / CH₂Cl₂ <br /> <br /> &nbsp;