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Herein, we report the first facile Cu-free click reaction between alkynyl sulfonium and azide at ambient temperatures in aqueous media. DFT computations indicate that the sulfonium group is the key… Click to show full abstract
Herein, we report the first facile Cu-free click reaction between alkynyl sulfonium and azide at ambient temperatures in aqueous media. DFT computations indicate that the sulfonium group is the key factor to gaining reactivity by stabilizing LUMO+1 and influencing the charge distribution of the triple bond. Sulfonium alkynes can be easily synthesized and scaled up, and most of them are biocompatible. We prepared candidate molecules and tested their use in multiple proof-of-concept biological applications.
Keywords:
click cycloaddition;
triggered alkyne;
sulfonium triggered;
sulfonium;
azide click;
alkyne azide
Journal Title: Organic letters
Year Published: 2022
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Journal Title: Organic letters
Year Published: 2022
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!