Nucleophilic substitution in the series of (1,2,3-triazol-1-yl)-1,2,5-oxadiazoles. Reactions with N-, O-, and S-nucleophiles

Abstract

Methods for the synthesis of amino(1,2,3 triazol 1 yl) 1,2,5 oxadiazoles (amino triazolylfurazans) with CH 2 Cl and COCH 2 Br substituents in the triazole ring were developed and nucleophilic substitution for their halogen atom in reactions with N , O , and S nucleo philes were studied. The possibility of displacing the NO 2 group from the furazan and triazole rings in triazolylfurazans by an azido group was investigated. Novel compounds of this series were synthesized; the reaction rate and pathway were found to depend on the nature of the substrate and the reagent and the position of the substituent in isomers.

Synthesis of 5-substituted-3H-[1,3,4]-oxadiazol-2-one derivatives: a carbon dioxide route (CDR)

“…We have paid attention to this CDR process due to the cheaper price of reagents and efficient reaction conditions without any by-products forming or any mishaps in the handling of acid chlorides. [15][16][17][18] Moreover carbon dioxide (CO 2 ) is a nontoxic, abundant, non-ammable, easily available greenhouse gas and a renewable carbon reservoir. To the best of our literature awareness, limited approaches exist for the synthesis of 1,3,4-oxadiazoles with the use of CO 2 gas.…”

“…Conversion of CO 2 to useful organic and inorganic products is of prominence in the scientic eld. [16][17][18][19] In spite of many efforts that have been made to convert CO 2 , the diversity of reactions is inadequate since CO 2 is thermodynamically stable and kinetically inactive. 20 The investigation of these innovative reactions for the conversion of carbon dioxide into important organic products, could support green and sustainable methods which are easier to use in industry compared to restricted reagents like morpholine 21 and chloroform.…”

“…To avoid undesirable reagents in the reaction, presently we have been focused our deep interest in the improvement in novel synthetic strategies to obtain attractive functionalized oxadiazoles. We have paid an attention to this CDR process for the cheaper price of reagents and efficient reaction conditions without any by-products or any mishaps in handling of acidchlorides [15][16][17][18] . We have paid an attention to this CDR process for the cheaper price of reagents and efficient reaction conditions without any by-products or any mishaps in handling of acidchlorides [15][16][17][18] .…”

“…In a determination to chemically stitch up these biologically important heterocyclic molecules, we wanted to develop a modern synthetic route for the preparation of 5-substituted-3H-[1, 3,4]-oxadiazole 2-one derivatives as a major chemical skeletons. Conversion of CO 2 to useful organic and inorganic products and is of an unlimited prominence from a scientific field [16][17][18][19] . Moreover carbon dioxide (CO 2 ) is a nontoxic, an abundant, non-flammable, easily available chief greenhouse gas and a renewable carbon reservoir.…”