Short-RInChIKey=SA-FUHFF-UHFFFADPSC-MXUYKSUBEG-UHFFFADPSC-NUHFF-NARLW-NUHFF-ZZZ

(E)-N-(4-Bromophenyl)-1-(1H-pyrrol-2-yl)methanimine (151 mg, 606 μmol, 1.20 equiv) was deprotonated using a stoichiometric amount of tBuOK (68.0 mg, 606 μmol, 1.20 equiv) in 5 mL of dry DCM under Ar atmosphere. The reaction was stirred for four hours, then the mixture was transferred to a solution containing CuCl (50.0 mg, 505 μmol, 1.00 equiv) and triphenylphosphine (265 mg, 1.01 mmol, 2.00 equiv) in 3 mL of dry DCM. The solution rapidly changed color to dark orange and KCl started to precipitate. The reaction was stirred for 18 hours at 20 °C, then the salt was filtered off, and the solvent was evaporated under reduced pressure to afford an oil that was treated with 5 mL of pentane. The product was filtered off, washed with 2x5 mL of pentane and dried in vacuo to afford a dark yellow solid (296 mg, 319 μmol, 63% yield).