3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic Acid

3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic acid, a novel 2,3-disubstituted benzodioxin, was prepared from readily available 1,4-benzodioxin-2-carboxylic acid by lithiation at C(3) and a reaction with the electrophile ethyl chloroformate. The analytical characterization of the product was performed via IR, 1H-NMR, 13C-NMR, HRMS, and HPLC-UV. Due to the unsymmetrically disubstituted unsaturation, the obtained monoester of 1,4-benzodioxin-2,3-dicarboxylic acid is a building block of great potential in the synthesis of a variety of compounds containing the benzodioxin or benzodioxane scaffold.

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Journal
Molbank
Published
2024-08-19
DOI
https://doi.org/10.3390/m1873
Primary Topic
Synthesis and Reactivity of Sulfur-Containing Compounds
Type
article
Field-Weighted Citation Impact
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article

3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic Acid

M. Pallavicini, Edoardo Armano, Cristiano Bolchi, Alessandro Giraudo et al.
Molbank
Synthesis and Reactivity of Sulfur-Containing Compounds
article

3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic Acid

M. Pallavicini, Edoardo Armano, Cristiano Bolchi, Alessandro Giraudo, Camillo Morano
article en

Abstract

3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic acid, a novel 2,3-disubstituted benzodioxin, was prepared from readily available 1,4-benzodioxin-2-carboxylic acid by lithiation at C(3) and a reaction with the electrophile ethyl chloroformate. The analytical characterization of the product was performed via IR, 1H-NMR, 13C-NMR, HRMS, and HPLC-UV. Due to the unsymmetrically disubstituted unsaturation, the obtained monoester of 1,4-benzodioxin-2,3-dicarboxylic acid is a building block of great potential in the synthesis of a variety of compounds containing the benzodioxin or benzodioxane scaffold.

MolbankVol. 2024(3)
University of Milan (IT)
Università degli Studi di Milano
Clean water and sanitation
Openalex Percentile: Top 90%
Synthesis and Reactivity of Sulfur-Containing Compounds
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