Peer-reviewedCC BY 4.0Dyes and Pigments
One step synthesis of indigoids from indoles in a self-assembled capsule
Abstract
Indigoids, which are derivatives of indigo and indirubin, have been synthetized from indoles in the presence of H₂O₂ 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 h 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.
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BibTeX
@article{steinmetz2026step,
title = {{One step synthesis of indigoids from indoles in a self-assembled capsule}},
author = {Maxime Steinmetz and David Sémeril},
journal = {Dyes and Pigments},
year = {2026},
month = oct,
doi = {10.1016/j.dyepig.2025.113367},
url = {https://hal.science/hal-05805646v1},
note = {CC BY 4.0},
}
RIS
TY - JOUR
TI - One step synthesis of indigoids from indoles in a self-assembled capsule
AU - Maxime Steinmetz
AU - David Sémeril
PY - 2026
DA - 2026/10/19
JO - Dyes and Pigments
DO - 10.1016/j.dyepig.2025.113367
UR - https://hal.science/hal-05805646v1
AB - Indigoids, which are derivatives of indigo and indirubin, have been synthetized from indoles in the presence of H₂O₂ 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 h 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.
SN - 0143-7208
ER -