Table 4.
Click Reaction | Functional Groups Involved in Reaction | Characteristic |
---|---|---|
Copper-(I)-Catalyzed Azide-Alkyne Cycloaddition (CuAAC) |
Azide–Alkyne |
Cu-catalyzed (cytotoxic and difficult to remove from product) Reversible Bioorthogonal No side product |
Strain-Promoted Alkyne-Azide Cycloaddition (SPAAC) |
Azide–cyclic Alkyne |
No catalyst needed Hydrophobicity of alkyne ring hindering the reaction |
Inverse Electron Demand Diels–Alder Cycloaddition (IEDDA) | Dienophile–Diene |
No catalyst needed |
Diels–Alder Reaction |
Diene–Alkene |
No catalyst needed Thermally reversible |
Thiol-Ene Addition | Alkene–Thiol |
Photoinitiator needed Spatial and temporal control |
Thiol-Michael Addition Click Reactions | Thiol–α,β-Unsaturated carbonyl compound |
No catalyst needed Mild conditions |
Thiol-Yne Addition | Alkyne–Thiol |
Initiator needed |
Oxime Coupling | Aminooxy compound–Aldehyde/Ketone |
No catalyst needed Fast reaction under mild conditions |