Potassium Carbonate → cis-2-benzyl-6-cyclopropyl-3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole

Participants

Reaction Steps

cis-2-Benzyl-6-bromo-3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole (0.421 mmol, 150 mg) was dissolved in dioxane (2 ml) and water (0.7 ml). Cyclopropylboronic acid (0.631 mmol, 54.2 mg), 1,1′-bis(diphenylphosphino)ferrocenedichloropalladium(II) (0.021 mmol, 15.40 mg) and potassium carbonate (0.631 mmol, 87 mg) were added and the reaction mixture was irradiated at 160° C. in a microwave reactor for 30 minutes. The reaction mixture was diluted with DCM and water. The phases were separated and DCM extract was concentrated in vacuo to give a crude residue that was purified by silica column chromatography (eluting with 10% EtOAc in heptane) to afford cis-2-benzyl-6-cyclopropyl-3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole (75 mg), m/z: 318.2 [M+H]+.

Provenance & Evidence