Green Synthesis of Benzamides in Solvent- and Activation-Free Conditions

Abstract

Herein, we describe a clean and ecocompatible pathway for both N-benzoylation and N-acetylation of anilines, amines, diamines, and aminoalcohols using three enol esters with good yields. We have improved the use of vinyl benzoate for the direct introduction of a benzamido-moiety under solvent- and activation-free conditions. The recovered amides are easily isolated by crystallization.

GRAPHICAL ABSTRACT

Keywords:

• Acetylation
• anilines
• benzoylation
• enol esters
• green chemistry

ACKNOWLEDGMENT

We thank M. Loïc Cornelissen for his contribution for the preparation of this article.

Notes

^a 1 mmol of amine, the appropriate amount of enol ester, without solvent, under magnetic stirring at room temperature.

^b After total conversion.

^c Isolated yields of pure acetamides after purification by simple workup or by crystallization.

^a 1 mmol of amine, 3 mmol of isopropenyl acetate, without solvent, under magnetic stirring at room temperature.

^b After total conversion.

^c Isolated yields of pure acetamides after purification by simple workup or by crystallization.

^a 1 mmol of amine, 3 mmol of vinyl benzoate, without solvent, under magnetic stirring at room temperature.

^b After total conversion.

^c Isolated yields of pure benzamides after purification by crystallization.

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