1: 82 percent / 2,4,6-trichlorobenzoyl chloride; Et3N; DMAP / tetrahydrofuran; toluene / 12 h / 20 °C 2: 77 percent / TMSCl; NaI / acetonitrile / 6 h / -20 °C 3: 79 percent / DBN / benzene / 8 h / 20 °C 4: 67 percent / 2,4,6-trichlorobenzoyl chloride; Et3N; DMAP / tetrahydrofuran; toluene / 24 h / 90 °C 5: 90 percent / DDQ / CH2Cl2; H2O / 20 °C View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: 84 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran; toluene / 12 h / 20 &deg;C<br />2: 81 percent / DBN / benzene / 8 h / 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 7 steps<br /> </b>1: 95 percent / tetrahydrofuran / 4 h / 0 - 20 &deg;C<br />2: 75 percent / AcOH; water; HCl / 14 h / 20 &deg;C<br />3: NaIO₄ / methanol; H₂O / 2 h / 20 &deg;C<br />4: 1 h / 110 &deg;C<br />5: 80 percent / HCl / dioxane; H₂O / 12 h / 20 &deg;C<br />6: 84 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran; toluene / 12 h / 20 &deg;C<br />7: 81 percent / DBN / benzene / 8 h / 20 &deg;C<br /> <br /> &nbsp;