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Metal-free [2 + 1 + 3] Cycloaddition of Trifluoroacetaldehyde N-Sulfonylhydrazones with Hexahydro-1,3,5-triazines Leading to Trifluoromethylated 2,3,4,5-Tetrahydro-1,2,4-triazines. 2022

Zhongxue Fang, and Qihao Jin, and Xinyu Wang, and Yongquan Ning
School of Chemistry and Environmental Engineering, Yancheng Teachers University, Yancheng 224007, China.

A transition-metal-free [2 + 1 + 3] cycloaddition of trifluoroacetaldehyde N-sulfonylhydrazone and hexahydro-1,3,5-triazine was described. This operationally simple protocol provides a general synthesis of diverse trifluoromethylated 2,3,4,5-tetrahydro-1,2,4-triazines in 81-97% yield with a broad substrate scope, including aryl, benzyl, and alkyl hexahydro-1,3,5-triazine.

UI MeSH Term Description Entries
D008670 Metals Electropositive chemical elements characterized by ductility, malleability, luster, and conductance of heat and electricity. They can replace the hydrogen of an acid and form bases with hydroxyl radicals. (Grant & Hackh's Chemical Dictionary, 5th ed) Metal
D000079 Acetaldehyde A colorless, flammable liquid used in the manufacture of acetic acid, perfumes, and flavors. It is also an intermediate in the metabolism of alcohol. It has a general narcotic action and also causes irritation of mucous membranes. Large doses may cause death from respiratory paralysis. Ethanal
D014227 Triazines Heterocyclic rings containing three nitrogen atoms, commonly in 1,2,4 or 1,3,5 or 2,4,6 formats. Some are used as HERBICIDES. Triazine,Benzotriazines
D061565 Cycloaddition Reaction Synthetic organic reactions that use reactions between unsaturated molecules to form cyclical products. Cycloaddition,Cycloaddition Reaction Techniques,Diels-Alder Reaction,Cycloaddition Reaction Technique,Cycloaddition Reactions,Diels Alder Reaction,Reaction Technique, Cycloaddition,Reaction Techniques, Cycloaddition,Reaction, Cycloaddition,Reaction, Diels-Alder,Reactions, Cycloaddition,Technique, Cycloaddition Reaction,Techniques, Cycloaddition Reaction

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