Publications by authors named "Stefano Tollari"

We introduced a regioselective and atom-economical procedure for the synthesis of 3-substituted indoles by annulation of nitrosoarenes with ethynyl ketones. The reactions were carried out achieving indoles without any catalyst and with excellent regioselectivity. No traces of 2-aroylindole products were detected.

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3-(Aryl)methyl-4-hydroxycoumarins were produced in good to excellent yields by reaction between 4-hydroxycoumarin and (hetero)aromatic aldehydes in the presence of Hantzsch 1,4-dihydropyridine (HEH) which works as an hydride donor (i.e., in a sequential Knoevenagel-reductive Michael addition).

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The nitroarene p-nitrotoluene is converted with a selectivity higher than 85% to the corresponding carbamate at room temperature and atmospheric pressure, using photoexcited particles of TiO2 as catalyst and EtOH as carbonylating species.

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Article Synopsis
  • * The choice of oxidant significantly impacts reaction rates and yields, with both molecular oxygen and 3-bromo-4-hydroxycoumarin yielding excellent results.
  • * Although the 3-arylation of 3-bromo-4-hydroxycoumarin did not succeed and led only to homocoupling products (symmetric biaryls), using HIU provides operational benefits and expands the Suzuki reaction's applications.
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Article Synopsis
  • - Co(II)-porphyrin complexes can effectively catalyze the reaction between aromatic azides and hydrocarbons with benzylic groups, leading to the formation of amines and potentially imines.
  • - The reaction mechanism involves a reversible coordination of arylazides to the Co(II)-porphyrin, followed by either a reaction with hydrocarbons or a decomposition to form a "nitrene" complex that produces byproduct diaryldiazene.
  • - Kinetic studies reveal that the reaction rate is faster for arylazides with electron-withdrawing groups and shows a notable correlation with the radical parameter for substituted toluenes, suggesting unique interactions affecting reaction rates.
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