Abstract
A metal-free method for the synthesis of substituted 1,3,4-oxadiazole/1,3,4-oxadiazoline and 1,2,4-triazole derivatives from a common starting material via reagent/substituent switching is reported. In the presence of 2-fluoropyridine/triflic anhydride, 1,3,4-oxadiazole derivatives were exclusively formed from N′-tert-butylhydrazides and 1,3,4-oxadiazoline derivatives were produced from N-phenylhydrazides. On the other hand, when using pyridine/triflic anhydride, salts of 1,2,4-triazoles were the sole products. (Figure presented.).
| Original language | English |
|---|---|
| Pages (from-to) | 2652-2660 |
| Number of pages | 9 |
| Journal | Advanced Synthesis and Catalysis |
| Volume | 358 |
| Issue number | 16 |
| DOIs | |
| Publication status | Published - 2016 Jan 1 |
Keywords
- 1,2,4-triazoles
- 1,3,4-oxadiazoles/1,3,4-oxadiazolines
- hydrazides
- pyridine activation
- switching
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
Fingerprint Dive into the research topics of 'Reagent/Substituent Switching Approach for the Synthesis of Substituted 1,3,4-Oxadiazole/1,3,4-Oxadiazoline and 1,2,4-Triazole Derivatives from N-Substituted Hydrazides'. Together they form a unique fingerprint.
Cite this
Kotipalli, T., Kavala, V., Konala, A., Janreddy, D., Kuo, C. W., & Yao, C. F. (2016). Reagent/Substituent Switching Approach for the Synthesis of Substituted 1,3,4-Oxadiazole/1,3,4-Oxadiazoline and 1,2,4-Triazole Derivatives from N-Substituted Hydrazides. Advanced Synthesis and Catalysis, 358(16), 2652-2660. https://doi.org/10.1002/adsc.201600274