Eco-Friendly Synthesis of 2-Styryl-benzo[d][1,3]oxazin-4-ones from N-Cinnamoyl-Anthranilic Acids

<i>N</i>-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 <i>N</i>-cinnamoyl anthranilic acids into their corresponding mixed carbonic anhydrides rapidly and efficiently affords 2-styryl-benzo[<i>d</i>][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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Publication Details

Journal
Molecules
Published
2026-02-18
DOI
https://doi.org/10.3390/molecules31040709
Primary Topic
Quinazolinone synthesis and applications
Type
article
Field-Weighted Citation Impact
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article

Eco-Friendly Synthesis of 2-Styryl-benzo[d][1,3]oxazin-4-ones from N-Cinnamoyl-Anthranilic Acids

Luigi Longobardo, Armando Zarrelli
Molecules
Quinazolinone synthesis and applications
article

Eco-Friendly Synthesis of 2-Styryl-benzo[d][1,3]oxazin-4-ones from N-Cinnamoyl-Anthranilic Acids

Luigi Longobardo, Armando Zarrelli
article en

Abstract

<i>N</i>-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 <i>N</i>-cinnamoyl anthranilic acids into their corresponding mixed carbonic anhydrides rapidly and efficiently affords 2-styryl-benzo[<i>d</i>][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.

MoleculesVol. 31(4)
University of Naples Federico II (IT)
Responsible consumption and production
Openalex Percentile: Top 50%
Quinazolinone synthesis and applications
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