Dendritic compound of triphenylene-2,6,10-trione ketal-tri-{2,2-di-[(N-methyl-N-(4-pyridinyl) amino) methyl]-1,3-propanediol}: an easily recyclable catalyst for Morita-Baylis-Hillman reactions

摘要

A novel Dendritic Compound (2) of triphenylene- 2,6,10-trione ketal-tri-{2,2-di-[(N-methyl-N-(4-py- ridinyl) amino)methyl]-1,3-propanediol} was conveniently synthesized by aromatization of cyclohexanedione mono-ketal, ketal-exchange reaction with 2,2-dibromomethyl-1,3-propane- diol and nuclophilic substitution with N-methy- laminopyridine as nuclophilic reagent. The Mo-rita-Baylis-Hillman reaction of various aryl al-dehydes with methyl vinyl ketone and acryloni-trile in (DMF/cyclohexane, 1/1, v/v) has been investigated by using Dendritic Compound (2) as catalyst. The corresponding Morita-Baylis- Hillman adducts was obtained in good yields by using the recycled and reactivated dendritic catalyst.