Work

One step synthesis of indigoids from indoles in a self-assembled capsule

Year: 2025

Type: article

Abstract: Indigoids, which are derivatives of indigo and indirubin, have been synthetized from indoles in the presence of H 2 O 2 and a supramolecular capsule formed from 2,8,14,20-tetra-undecyl-resorcin[4]arene and water, with the latter acting as an organocatalyst. The dimerization reaction of the oxides formed takes place within the confined space provided by the capsule. This one-pot synthesis is carried out under mild conditions, 8 hours at 40°C, with a "green" oxidant, and requires no metal. The method yielded nine dyes, including indigo, indirubin, and two novel derivatives of these molecules: 6,6'-dibenzyloxyindigo and 6,6'-dibenzyloxyindirubin.

Source: Dyes and Pigments

DOI: 10.1016/j.dyepig.2025.113367

Authors: Maxime Steinmetz, David Sémeril

Institutions: Centre National de la Recherche Scientifique, Institut de Chimie de Strasbourg

Language: English

Topic: Synthesis of Indole Derivatives

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $3,590

Funders: Agence Nationale de la Recherche, Université de Strasbourg