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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
Author(s) -
Kotipalli Trimurtulu,
Kavala Veerababurao,
Konala Ashok,
Janreddy Donala,
Kuo ChuWei,
Yao ChingFa
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600274
Subject(s) - oxadiazole , chemistry , substituent , reagent , triazole , pyridine , combinatorial chemistry , triflic acid , organic chemistry , medicinal chemistry , catalysis
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.