Issue 13, 2024

Light-assisted green and efficient construction of thiadiazole/selenadiazole derivatives

Abstract

Thiadiazole and selenadiazole derivatives are significant organic backbones widely utilized in drugs, bioactive molecules, and functional materials. A green and efficient one-pot synthetic methodology has been developed for the fabrication of thiadiazole/selenadiazole derivatives, which involves photocatalytic induced iodine substitution, oxydic aldehyde formation, and nucleophilic addition, resulting in C–S bond formation and hydrazylation, cyclization, and rearrangement, as well as dehydration. The present method includes good functional group tolerance, simple, mild, metal-free, and safe conditions that are in line with the principles of green chemistry, making this protocol an attractive strategy for the synthesis of bioactive molecules with thiadiazole/selenadiazole frameworks. Gratifyingly, the complanate and conjugate structures of the synthesized compounds ensured attractive fluorescent properties for successful application in biological cell imaging.

Graphical abstract: Light-assisted green and efficient construction of thiadiazole/selenadiazole derivatives

Supplementary files

Article information

Article type
Paper
Submitted
05 May 2024
Accepted
03 Jun 2024
First published
04 Jun 2024

Green Chem., 2024,26, 7944-7950

Light-assisted green and efficient construction of thiadiazole/selenadiazole derivatives

C. Wen, G. Sun, L. Liu, J. Zhang, M. She, Z. Yang, P. Liu, S. Zhang and J. Li, Green Chem., 2024, 26, 7944 DOI: 10.1039/D4GC02211D

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