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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Tetrazole-Derived Bis(1,3,4-oxadiazole) Scaffolds: A Heterocyclic Connectivity with Enhanced Stability and Reduced
Lukang Lin1, Zihao Guo1, Yao Xie1
1School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing210094, China.
Abstract:
Resolving the inherent trade-off between high energy and thermal stability/sensitivity in energetic materials remains a long-standing challenge. In this work, a series of energetic compounds and their corresponding salts were synthesized by employing a bis(1,3,4-oxadiazole) unit as a bridging scaffold to integrate tetrazole and 1H-tetrazol-1-ol moieties. Notably, the 1,3,4-oxadiazole framework is constructed from tetrazole-derived precursors, a transformation that is rarely explored in energetic materials. All compounds were fully characterized and exhibit favorable thermal stability and low mechanical sensitivity. Among them, 5,5'-di(1H-tetrazol-5-yl)-2,2'-bi(1,3,4-oxadiazole) (4) shows a high thermal decomposition temperature of 300 °C, highlighting its potential as a heat-resistant energetic material.
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