Abstract
The first visible-light-induced protocol for the general preparation of alkenyl thiocyanates from alkenyl bromides is presented. The reaction is simple, proceeds under very mild conditions and demonstrates broad functional group tolerance. Additionally, a flow protocol was developed to enable efficient scale-up of alkenyl thiocyanate synthesis, further enhancing the practicality and value of the method. Importantly, these alkenyl thiocyanates serve as valuable building blocks for the construction of diverse families of sulfur-containing molecules through trifluoromethylation, cycloaddition, oxidations, and C–S or C–P bond forming reactions.
Supplementary materials
Title
Supporting Information
Description
CONTENTS
1. General considerations
2. Continuous flow protocol
3. General procedure for the synthesis and characterization data for the
compounds 3
4. UV-Vis spectra
5. Computational studies
6. NMR titration experiments
7. Binding constant calculation
8. Quantum yield measurement
9. Light on/off studies
10. General procedure for the preparation of compounds 7, 8, 9, 10, 11 and 12
11. Copies of the NMR spectra
Actions