Iodobenzene → 4-(3-Phenyl-1,1-dimethyl-2-propynyl)anisole

Participants

Reaction Steps

To a stirred solution of Compound 21 (299 mg, 1.72 mmol), PhI (385 mg, 1.89 mmol), and (PPh3)2PdCl2 (60 mg, 0.086 mmol) in Et2NH (10 ml) was added CuI (33 mg, 0.17 mmol) at r.t. under N2, and stirred for 18 h. The mixture was quenched by the addition of H2O, and extracted with Et2O. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated. This was purified by SiO2 chromatography to give Compound 67 (360 mg, 84%) as a colorless oil.

Provenance & Evidence