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Modular Synthesis of Monofluorinated 1,2,4-Triazoles/1,3,5-Triazines via Defluorinative Annulations of N-CF3 Imidoyl
Chi Gao1, Ru Zhong Zhang1, Mang Wang1
1Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, College of Chemistry, Northeast Normal University, 5268 Renmin Street, Changchun, 130024, China.
Abstract:
Ring-fluorinated azaheterocycles have wide applications in agrochemicals, pharmaceuticals, and synthesis, which prompt continuous endeavors to expand such heterocyclic families. However, monofluorinated triazaheterocycles have hardly been explored. This work reported a novel and modular synthesis of monofluorinated 1,2,4-triazoles and 1,3,5-triazines, which utilizes N-CF3 imidoyl chlorides as unique polyfluoro synthons and their defluorinative annulations with hydrazines/imidazines. Further modifications of these fluorinated heterocycles highlight the potential of the method for accessing functional molecules.
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