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RESEARCH PRODUCT
Alkoxy-, Acyloxy-, and Bromomethylation of Resorcinarenes
Kari RissanenSami NummelinDeszö FalabuAlexander Shivanyuksubject
TrisOrganic ChemistryFormaldehydeResorcinolResorcinareneBiochemistryMedicinal chemistryAcylationchemistry.chemical_compoundAcetic acidchemistryAlkoxy groupOrganic chemistryPhysical and Theoretical ChemistryDerivative (chemistry)description
Reaction of resorcinarene octols with tris-hydroxymethylmethylamine (TRIS), formaldehyde, and alcohols results in tetraalkoxymethylation of the resorcinol rings. Harsh acylation of aminomethylated resorcinarenes with acid anhydrides leads to the complete acylation of eight hydroxyls and substitution of the amino versus acyloxy groups. Acyloxymethylated resorcinarene 6b can be transformed into a tetrabromomethylated derivative 7 through the reaction with HBr in acetic acid.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2004-08-28 | Organic Letters |