1: acetic acid; boron fluoride ether adduct 2: ozone View Scheme

phosphorus trichoride in dichloromethane 0.5 h; Ambient temperature;

Lawesson's reagent in benzene T=80°C; 4 h;

in benzene T=80°C; 4 h; Mechanism;

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '1903008', constants.ctx, '0')">propargyl benzene</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '24083233', constants.ctx, '0')">C₁₉H₁₅⁽¹⁺⁾*C₂₄HBF₁₉^(1-)</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '28923830', constants.ctx, '0')">C₄₈H₆₇NO₂Zr</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605632', constants.ctx, '0')">chlorobenzene</a> <br />1&nbsp;h;&nbsp;&nbsp;Inert atmosphereGlovebox;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '606080', constants.ctx, '0')">phenylhydrazine</a> &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605632', constants.ctx, '0')">chlorobenzene</a> <br />T=110&deg;C;&nbsp;3&nbsp;h;&nbsp;&nbsp;Inert atmosphereGlovebox;&nbsp;&nbsp;regioselective reaction;&nbsp;<br /> &nbsp;

&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '506007', constants.ctx, '0')">acetic acid</a> <br /> <br /> &nbsp;