TY - JOUR
T1 - 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
AU - Kotipalli, Trimurtulu
AU - Kavala, Veerababurao
AU - Konala, Ashok
AU - Janreddy, Donala
AU - Kuo, Chu Wei
AU - Yao, Ching Fa
PY - 2016/1/1
Y1 - 2016/1/1
N2 - 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.).
AB - 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.).
KW - 1,2,4-triazoles
KW - 1,3,4-oxadiazoles/1,3,4-oxadiazolines
KW - hydrazides
KW - pyridine activation
KW - switching
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U2 - 10.1002/adsc.201600274
DO - 10.1002/adsc.201600274
M3 - Article
AN - SCOPUS:84983494271
VL - 358
SP - 2652
EP - 2660
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
SN - 1615-4150
IS - 16
ER -