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Synthesis of Zincke Aldehydes

1-(2,4-Dinitrophenyl)pyridinium chloride (Zincke salt) reacts with secondary amines to afford the corresponding 5-amino-2,4-pentadienals (Zinke aldehydes).1) This type of reaction has been applied to the synthesis of various indoles. For example, Vanderwal et al. have reported the total synthesis of norfluorocurarine, a Strychnos alkaloid.2)

References

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