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• W3211218890 abstract "The development of methods for the assembly of 1,2,3-triazoles is an important topic due to the broad applications of this motif in various scientific fields. In this work, we demonstrate that the three-component assembly of α-CF3 carbonyls, NaN3, and amines was achieved for the selective construction of a variety of 5-amino NH-1,2,3-triazoles under transition-metal-free and open-air conditions. The method provides a general and operationally simple route to functionalized biologically important molecules including carbohydrates, nucleosides, and peptides and exhibits broad substrate scopes. We further demonstrate that the NH-1,2,3-triazoles can be smoothly converted to the regiospecific N-2 alkylated 1,2,3-triazole products. Mechanistic studies based on experiments and density functional theory calculations showed that this transformation proceeds via defluorination-initiated programmed substitution/cyclization/H-transfer to give the 4,5-difunctionalized captodative NH-1,2,3-triazole product." @default.
• W3211218890 created "2021-11-08" @default.
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• W3211218890 date "2021-11-01" @default.
• W3211218890 modified "2023-10-18" @default.
• W3211218890 title "Three-Component Reactions of α-CF₃ Carbonyls, NaN₃, and Amines for the Synthesis of <i>NH</i>-1,2,3-Triazoles" @default.
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• W3211218890 doi "https://doi.org/10.1021/acs.joc.1c02288" @default.
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