Molecules, Vol. 31, Pages 709: Eco-Friendly Synthesis of 2-Styryl-benzo[d][1,3]oxazin-4-ones from N-Cinnamoyl-Anthranilic Acids


Molecules, Vol. 31, Pages 709: Eco-Friendly Synthesis of 2-Styryl-benzo19[1,3]oxazin-4-ones from N-Cinnamoyl-Anthranilic Acids

Molecules doi: 10.3390/molecules31040709

Authors:
Armando Zarrelli
Luigi Longobardo

N-cinnamoyl anthranilic acids are synthesized in a single, eco-friendly step by condensing various cinnamic acids with free 2-aminobenzoic acid derivatives using the mixed carbonic anhydride method. Subsequently, converting the resulting N-cinnamoyl anthranilic acids into their corresponding mixed carbonic anhydrides rapidly and efficiently affords 2-styryl-benzo19[1,3]oxazin-4-ones. The method employs green solvents, such as acetone and 2-methyltetrahydrofuran; does not require metal catalysts or reflux conditions; and yields the desired final products without chromatographic purification.



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Armando Zarrelli www.mdpi.com