Abstract
NH-1,2,3-triazoles have been prepared via the copper(I)-catalyzed 1,3-dipolar cycloaddition between terminal alkynes and three N-protected organic azides, azidomethyl pivalate, azidomethyl morpholine-4-carboxylate, and azidomethyl N,N-diethylcarbarnate. These organic azides were easily prepared on 0.1-mol scale in one or two steps from inexpensive commercially available materials. The cleaving properties of N-substituents in the resulting 1,2,3-triazole products with aqueous sodium hydroxide vary from
| Original language | English |
|---|---|
| Article number | Y06505ST |
| Pages (from-to) | 2847-2850 |
| Number of pages | 4 |
| Journal | Synlett |
| Issue number | 18 |
| DOIs | |
| Publication status | Published - 3 Nov 2005 |
| Externally published | Yes |
Keywords
- Alkynes
- Azides
- Click chemistry
- Cycloaddition
- Heterocycles
- Protecting groups
- Triazoles
ASJC Scopus subject areas
- Organic Chemistry
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Loren, J. C., Krasiński, A., Fokin, V. V., & Sharpless, K. B. (2005). NH-1,2,3-triazoles from azidomethyl pivalate and carbamates: Base-labile N-protecting groups. Synlett, (18), 2847-2850. [Y06505ST]. https://doi.org/10.1055/s-2005-918944