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<p>2-Amino-1,4-naphthoquinone has gained significant attention as a key precursor for constructing naphthoquinone-fused <i>N</i>-heterocycles, a class of compounds with broad applications in medicinal chemistry, materials science, and organic synthesis. Its unique structure, characterized by a reactive C-3 position and an amino group, facilitates a wide range of reactions and synthetic strategies. This review provides a comprehensive overview of recent advancements (2012–2024) in utilizing 2-amino-1,4-naphthoquinone for the development of <i>N</i>-heterocyclic frameworks integrating synthetic approaches with mechanistic insights. It is organized based on the type of heterocyclic rings formed, leveraging the <i>C</i>,<i>N</i>-binucleophilic properties of 2-amino-1,4-naphthoquinone.</p> Graphical abstract <p></p>

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2-Amino-1,4-naphthoquinone as a key precursor for naphthoquinone-fused N-heterocycles: synthetic approaches and mechanistic perspectives

  • 期刊论文

  • 发表日期：

    2025年5月14日

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  • Ujjain Chaurasia,
  • Tasneem Parvin

摘要

2-Amino-1,4-naphthoquinone has gained significant attention as a key precursor for constructing naphthoquinone-fused N-heterocycles, a class of compounds with broad applications in medicinal chemistry, materials science, and organic synthesis. Its unique structure, characterized by a reactive C-3 position and an amino group, facilitates a wide range of reactions and synthetic strategies. This review provides a comprehensive overview of recent advancements (2012–2024) in utilizing 2-amino-1,4-naphthoquinone for the development of N-heterocyclic frameworks integrating synthetic approaches with mechanistic insights. It is organized based on the type of heterocyclic rings formed, leveraging the C,N-binucleophilic properties of 2-amino-1,4-naphthoquinone.

Graphical abstract