4-碘苯基甲烷

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of 1-Boc-piperazine (2.5 g, 13.1 mmol) and 4-iododiphenylmethane (4.0 g, 13.1 mmol) in toluene were added the following reagents: Pd2(dba)3 (0.36 g, 0.3 mmol), PtBu3 (0.7 g 3.0 mmol) and NaO-t-Bu (1.26 g, 13.1 mmol). The reaction mixture was stirred at ambient temperature overnight and then filtered. The filtrate was purified using silica gel chromatography (1% MeOH in CH2Cl2) to yield the title compound as a light tan oil (4.6 g, 99%): MS (ESI) m/z 353 (M+H); 1H NMR (400 MHz, CDCl3) δ 1.47 (s, 9H), 3.08 (t, J=5.2 Hz, 4H), 3.56 (s, J=5.2 Hz, 4H), 3.91 (s, 2H), 6.85 (dd, J=2, 6.8 Hz, 2H), 7.09 (dd, J=2, 6.4 Hz, 2H), 7.16-7.19 (m, 3H), 7.25-7.29 (m, 2H). filtered The filtrate was purified

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of (S)-4-(4-Hydroxy-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (240 mg, 0.75 mmol, 1 eq. obtained from Brian Bock, Lot No: MCLS1172-077-1), 4-benzyliodobenzene (294 mg, 1 mmol, 1.3 eq.) in dioxane (4 ml) was added CuI(I) (30 mg, 0.75 mmol, 0.1 eq.), N,N-dimethylglycine (45 mg, 0.23 mmol, 0.3 eq.) and cesium carbonate (500 mg, 1.5 mmol, 3 eq.). The resulting mixture was stirred under Ar at reflux overnight. After cooling to room temperature, the volatile material was removed under reduced pressure to give a residue, which was partitioned between water (10 ml) and ethyl acetate (10 ml). The ethyl acetate layer was separated and dried over anhydrous MgSO4. Evaporation of solvent under reduced pressure gave a residue, which was passed through a plug of silica gel using dichloromethane (50 ml) as eluent to give 350 mg of desired product containing the starting iodide, which was forwarded to the next step without further purification. at reflux overnight the volatile material was removed under reduced pressure to give a residue, which was partitioned between water (10 ml) and ethyl acetate (10 ml) The ethyl acetate layer was separated dried over anhydrous MgSO4 Evaporation of solvent under reduced pressure gave a residue, which

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The title compound was prepared from the product from step 1 (1.3 g, 4.6 mmol) and 4-iododiphenylmethane (2.0 g, 6.9 mmol) using the Step 4 procedure of example 1 with 50% yield (1.1 g). 1HNMR (CDCl3) 1.43 (s, 9H), 3.73 (s, 3H), 3.97 (s, 2H), 5.29 (m, 1H), 5.50 (m, 1H), 6.94 (m, 4H), 7.15 (d, J=6.8 Hz, 2H), 7.20 (m, 3H), 7.30 (m, 4H), MS m/z 448 (M+1).

反应条件: temp:85.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-but-3-en-1-ol (0.380 g, 1.233 mmol) in acetonitrile (4 mL) was added to a flask containing 1-benzyl-4-iodo-benzene (0.3649 g, 1.233 mmol) and cesium carbonate (0.4102 g, 1.233 mmol). Palladium(II) acetate (0.030 g, 0.1233 mmol) was added and the reaction was heated to 85° C. and stirred overnight. The reaction was then cooled and submitted to standard aqueous workup followed by silica gel chromatography (0-50% EtOAc in hexanes) to yield the title compound. The reaction was then cooled