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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
School of Chemistry and chemical Engineering, Tianjin Institute of Technology, Tianjin, China.
School of Chemistry and chemical Engineering, Tianjin Institute of Technology, Tianjin, China.
School of Chemistry and chemical Engineering, Tianjin Institute of Technology, Tianjin, China.
School of Chemistry and chemical Engineering, Tianjin Institute of Technology, Tianjin, China.
- 1 School of Chemistry and chemical Engineering, Tianjin Institute of Technology, Tianjin, China.
- 2 School of Chemistry and chemical Engineering, Tianjin Institute of Technology, Tianjin, China.
- 3 School of Chemistry and chemical Engineering, Tianjin Institute of Technology, Tianjin, China.
- 4 School of Chemistry and chemical Engineering, Tianjin Institute of Technology, Tianjin, China.
Journal of Biomedical Science and Engineering·Volume 02 (2009)·Pages 318–322·Published 17 September 2009·DOI10.4236/jbise.2009.25047
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Abstract
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.
KeywordsMorita-Baylis-Hillman ReactionMethyl Vinyl KetoneAryl AldehydesDendritic CompoundDMAP
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