hydrogen; platinum(IV) oxide in ethanol T=20°C; Reduction; 2 h;

1.1: 94 percent / H2 / PtO2 / aq. ethanol / 2 h / 20 °C 2.1: 89 percent / DMAP; dicyclohexylcarbodiimide / CH2Cl2 / 60 h / 20 °C 3.1: 74 percent / tris(dibenzylideneacetone)dipalladium; Ph3As; BHT / dioxane / 7 h / 80 °C 4.1: 84 percent / Et3N; tert-butyldimethylsilyl trifluoromethanesulfonate / CH2Cl2 / 3.5 h / 10 - 20 °C 5.1: O3 / CH2Cl2; methanol / -78 °C 5.2: 60 percent / Me2S / CH2Cl2; methanol / -78 - 20 °C 6.1: aq. NaOH / CH2Cl2; methanol / 65 h / 20 °C 7.1: 50 mg / p-cumene / Pd/C / 1.5 h / Heating View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1209320', constants.ctx, '0')">sodium azide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605365', constants.ctx, '0')">N,N-dimethyl-formamide</a> <br />T=20&deg;C;&nbsp;Substitution;&nbsp;17&nbsp;h;&nbsp;<br /> &nbsp;