water; dihydrogen peroxide; sodium hydroxide in tetrahydrofuran; hexane T=20°C; 0.5 h; Inert atmosphere;

1.1: t-BuOCl; triethylamine / tetrahydrofuran / 0.5 h / -78 °C 1.2: tetrahydrofuran / 1.5 h / -78 - 20 °C 1.3: H2O2; NaOH / tetrahydrofuran; H2O / 1 h / 20 °C 2.1: 61 percent / N-bromosuccinimide; acetic acid; formic acid / 0.5 h / 20 °C 3.1: NaOH / ethanol / 24 h / Heating View Scheme

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '22593337', constants.ctx, '0')">1-fluoro-3-((3-methylbut-2-en-1-yl)sulfonyl)benzene</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1209227', constants.ctx, '0')">n-butyllithium</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, '1730733', constants.ctx, '0')">hexane</a> <br />T=-78 - 0&deg;C;&nbsp;0.5&nbsp;h;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '605508', constants.ctx, '0')">9-bora-bicyclo[3.3.1]nonane</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, '1730733', constants.ctx, '0')">hexane</a> <br />T=0 - 20&deg;C;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: potassium carbonate / N,N-dimethyl-formamide / 80 &deg;C / Inert atmosphere<br />2.1: potassium hydrogen persulfate / methanol; water / 12 h / 0 - 20 &deg;C / Inert atmosphere<br />3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 0 &deg;C / Inert atmosphere<br />3.2: 0 - 20 &deg;C / Inert atmosphere<br /> <br /> &nbsp;