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Abstract <p>The reaction of (1,3-dioxolan-2-yl)methyl 4-aminobenzoate with maleic anhydride gave (<i>Z</i>)-4-(4-{[(1,3-dioxolan-2-yl)methoxy]carbonyl}anilino)-4-oxobut-2-enoic acid which underwent intramolec­ular cyclization in the presence of <i>p</i>-toluenesulfonic acid to afford (1,3-dioxolan-2-yl)methyl 4-(2,5-dihydro-2,5-dioxo-1<i>H</i>-pyrrol-1-yl)benzoate. The aza-Michael reaction of the latter with secondary amines produced (1,3-dioxolan-2-yl)methyl 4-(3-amino-2,5–dioxo-2,3,4,5-tetrahydro-1<i>H</i>-pyrrol-1-yl]benzoates.</p>

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Synthesis and Properties of (1,3-Dioxolan-2-yl)methyl 4-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)benzoate

  • 期刊论文

  • 发表日期：

    2026年2月1日

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  • O. A. Kolyamshin,
  • Yu. N. Mitrasov,
  • V. A. Danilov,
  • A. A. Avruyskaya,
  • Yu. Yu. Pylchikova

摘要

Abstract

The reaction of (1,3-dioxolan-2-yl)methyl 4-aminobenzoate with maleic anhydride gave (Z)-4-(4-{[(1,3-dioxolan-2-yl)methoxy]carbonyl}anilino)-4-oxobut-2-enoic acid which underwent intramolec­ular cyclization in the presence of p-toluenesulfonic acid to afford (1,3-dioxolan-2-yl)methyl 4-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)benzoate. The aza-Michael reaction of the latter with secondary amines produced (1,3-dioxolan-2-yl)methyl 4-(3-amino-2,5–dioxo-2,3,4,5-tetrahydro-1H-pyrrol-1-yl]benzoates.