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Alkylene-functionality in bridged and fused nitrogen-rich poly-cyclic energetic materials:Synthesis,structural diversity and energetic properties

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Defence Technology（防务技术） 2024年第5期35卷 18-46页

作者： Man Xu Nanxi Xiang Ping Yin Qi Lai Siping Pang School of Materials Science&Engineering Beijing Institute of TechnologyBeijing 100081China Beijing Institute of Technology Chongqing Innovation Center Chongqing 401120China

From the standpoint of chemical structures,the organic backbones of energetic materials can be classified into aromatic rings,nonaromatic rings,and open *** the category of aromatic energetic compounds exhibits several advantages in the regulation of energetic properties,the nonaromatic heterocycles,assembling nitramino explosophores with simple alkyl bridges,still have prevailed in benchmark *** methylene bridge plays a pivotal role in the constructions of the classic nonaromatic heterocycle-based energetic compounds,e.g.,hexahydro-1,3,5-trinitro-1,3,5-triazine(RDX)and octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine(HMX),whereas ethylene bridge is the core moiety of state-of-the-art explosive 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane(CL-20).In this context,it is of great interest to employ simple and practical bridges to assemble aromatic and nonaromatic nitrogen-rich heterocycles,thereby expanding the structural diversity of energetic materials,e.g.,bridged and fused nitrogen-rich ***,alkyl-bridged poly-heterocycles highlight the potential for the open chain type of energetic *** this review,the development of alkyl bridges in linking nitrogen-rich heterocycles is presented,and the perspective of the newly constructed energetic backbones is summarized for the future design of advanced energetic materials.

关键词： Energetic materials Alkyl bridge strategy Nitrogen-rich azoles fused heterocycles Azoles

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Copper-Catalyzed Cascade Acylation/Coupling Cyclization Process for the Synthesis of Polycyclic fused Imidazo[2,1 -b] [1,3]th iazi n ones

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Chinese Journal of Chemistry 2011年第12期29卷 2775-2780页

作者：王治明于斌张秀芹孙小强包伟良 School of Petrochemical Engineering Changzhou University Changzhou Jiangsu 213164 China Department of Chemistry Xixi Campus Zhejiang University Hangzhou Zhejiang 310028 China High Technology Research Institute of Nanjing University Changzhou Jiangsu 213164 China

A new and efficient cascade synthesis of polycyclic fused imidazo[2,1-b][1,3]thiazinones has been developed. This protocol includes an intermolecular N-acylation followed by a copper-catalyzed intramolecular C--S coupling reaction. The methodology is applied to a wide range of 2-iodo, 2-bromo, and 2-chloro benzoyl chlorides to yield the polycyclic fused imidazo[2,1-b][ 1,3]thiazinones in good to excellent yields.

关键词： fused heterocycles cascade reaction copper(I) catalyst 2-halobenzyl chlorides 2-mercaptoimidazole

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