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Updated: May 11, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
Aldol-type compounds from water-soluble indole-3,4-diones: synthesis, kinetics, and antiviral properties
Angela Scala1, Massimiliano Cordaro, Antonino Mazzaglia
1CNR-ISMN Istituto per lo Studio dei Materiali Nanostrutturati, V.le F. Stagno D'Alcontres 31, 98166 , Messina, Italy.
Abstract:
A straightforward transformation of indole-3,4-diones is reported. The reaction feasibility is evidenced by kinetic studies on a model substrate, revealing a double phase process with a first faster pseudo-first-order step (i.e., deprotonation of the dione and self-nucleophilic attack of the anion) and a subsequent slower dehydration of the intermediate. The overall process is faster at pH higher than the pK value of the investigated substrate. The biological relevance of new compounds has been assessed in vitro against herpes simplex virus type-1 (HSV-1), showing a more promising biological profile with respect to their precursors.
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