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Synthesis and Application of Amino‐1<i>H</i>‐1,2,3‐triazolium Salts

Daiya Kase, Tsuyoshi Takada, Nanami Tsuji, Takuya Mitsuhashi, Ryosuke Haraguchi

2023Asian Journal of Organic Chemistry14 citationsDOI

Abstract

Abstract Herein, we developed a fluoride‐mediated nucleophilic aromatic amination of chloro‐1 H ‐1,2,3‐triazolium salts. Various functional groups were tolerated in this reaction, which enabled the synthesis of functionalized amino‐1 H ‐1,2,3‐triazolium salts. In addition, we investigated the catalytic properties of triazolium‐based N‐heterocyclic imines (NHIs) for cyanosilylation of ketones. The substituent was found to play a crucial role for inducing high catalytic activity.

Topics & Concepts

ChemistrySubstituentAminationCatalysisNucleophileFluorideOrganic chemistryMedicinal chemistryCombinatorial chemistryInorganic chemistryN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsFluorine in Organic Chemistry
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