1: NaIO4; NH4OAc / acetone; H2O / 48 h / 20 °C 2: 207 mg / aq. NaOH / 1 h 3: 63 percent / hydrogen; aq. HCl / Pd(OH)2/C / ethanol / 19 h / 20 °C View Scheme

sodium periodate; ammonium acetate in water; acetone T=20°C; Oxidation; 48 h;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605283', constants.ctx, '0')">triethylamine</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '11323889', constants.ctx, '0')">bis-triphenylphosphine-palladium(II) chloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102551', constants.ctx, '0')">1,4-dioxane</a> <br />cross-coupling;&nbsp;&nbsp;Heating;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 96 percent / Cs₂CO₃ / methanol; dimethylformamide / 2 h / 20 &deg;C<br />2: 82 percent / Et₃N / [PdCl₂(dppf)] / dioxane / 100 &deg;C<br /> <br /> &nbsp;