Recent Developments in the Ruthenium‐Catalyzed Azide Alkyne Cycloaddition (RuAAC) Reaction
Flavia Ferrara,
Tamás Beke‐Somfai,
Nina Kann
Abstract:The ruthenium‐catalyzed azide alkyne cycloaddition (RuAAC) gives access to 1,5‐disubstitued triazoles in a single atom‐economical step and offers advantages compared to its copper‐catalyzed counterpart in that both terminal and internal alkynes can be employed. This review summarized recent findings in this field during the last eight years, covering mechanistic investigations, synthetic developments, as well as applications in medicinal chemistry, polymer synthesis and physical organic chemistry
In this work, the annulation of acyl nitrene with alkynes is reported under photoredox/iron dual-catalysis for the synthesis of a series of isoquninalin-2-ones. The reaction is featured with a high reaction regioselectivity and good reaction generality. In particular, the resulting isoquinalin-2-ones could be structurally elaborated into several biologically interesting scaffolds. Mechanism investigation suggests that the reaction was ascribed to a formal [4 + 2] cyclization. It is believed that this reaction represents an initial example of preparing isoquinolin-1-ones from ferric peroxylcatalyzed nitrene insertion.
This review summarises methods to synthesise and apply fluorine- and polyfluoroalkyl/aryl-substituted 1,2,3-triazoles. Focus is devoted to recent examples and those where the properties of both the 1,2,3-triazole and fluorine groups are important.
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