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Updated: May 26, 2025

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
Domino Synthesis of Thioindirubin via Aldol Condensation/C-S Cross-Coupling/Cyclization Reaction Using Xanthate as a
Palanisamy Soundarya1, Sayan Pahan1, Govindasamy Sekar1
1Department of Chemistry, Indian Institute of Technology Madras, Chennai, Tamil Nadu 600036, India.
Abstract:
Developing new types of molecular photoswitches with novel functionalities allows experts to advance their applications in biology, chemistry, and material sciences. Herein, we report an efficient synthetic protocol for the synthesis of thioindirubin derivatives from commercially available starting materials. This domino reaction proceeds through aldol condensation followed by intramolecular C-S bond formation and selective cyclization in a 5-exo-trig manner. Nuclear magnetic resonance studies suggest the ability to tune both isomerization directions upon irradiation with different ultraviolet and visible light (370-640 nm light-emitting diode). The newly reported hemithioindigo photoswitches have various applications in the areas of life science and material sciences.
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