Nanoporous aluminosilicate catalyzed Friedel–Crafts alkylation reactions of indoles with aldehydes and acetals

Nanoporous aluminosilicate materials efficiently catalyze Friedel-Crafts reactions of indoles to produce bisindolylalkane products. These reactions proceed rapidly and in high yields when acetals are used in place of the more commonly used carbonyl reagents. It is possible to capitalise on the large difference in the rates of reaction observed with aldehydes and acetals to develop a tandem acetalization-Friedel-Crafts protocol in which the acetal is generated in situ and undergoes subsequent reaction. © 2011 The Royal Society of Chemistry

Arene oxidation with malonoyl peroxides

Malonoyl peroxide 7, prepared in a single step from the commercially available diacid, is an effective reagent for the oxidation of aromatics. Reaction of an arene with peroxide 7 at room temperature leads to the corresponding protected phenol which can be unmasked by aminolysis. An ionic mechanism consistent with the experimental findings and supported by isotopic labeling, Hammett analysis, EPR investigations and reactivity profile studies is proposed

Nanoporous aluminosilicate mediated transacetalization reactions: application in glycerol valorization

Nanoporous silicate materials, produced using an evaporation-induced self-assembly (EISA) approach, are highly effective catalysts for transacetalization reactions. Both acyclic acetals and ketals undergo rapid exchange in the presence of low loadings of nanoporous aluminosilicate materials and diols and triols to generate the corresponding cyclic acetals and ketals in excellent yield. The protocol is rapid, employs mild conditions, and the catalyst can be recycled a number of times without loss of activity