Pd‐Catalyzed Dehydrative Synthesis of Allylic Amines in Water

A mild and chemical activators-free dehydrative synthesis of allylic amines from allylic alcohols and amines is developed. This new method has the advantages that: 1) water is the sole byproduct; 2) it requires no sophisticated soluble ligands; 3) the gram scale synthesis of bioactive molecules can be easily achieved.

Abstract

A mild Pd-catalyzed Tsuji-Trost reaction of allylic alcohols with an amine nucleophile in water media was developed, leading to the green synthesis of the valuable allylic amines. This new method requires no chemical activators and sophisticated soluble ligands, and can be easily scaled up in gram scale and be readily extended to the gram scale synthesis of Naftifine, one of the best-selling antifungal drugs, showing the practical value of this new method.

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