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Review
. 2025 May 14.
doi: 10.1007/s11030-025-11201-x. Online ahead of print.

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

Ujjain Chaurasia  1 , Tasneem Parvin  2
Affiliations
Review

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

Ujjain Chaurasia et al. Mol Divers. .

Abstract

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.

Keywords: C,N-binucleophilic character; 2-Amino-1,4-Naphthoquinone; Key Precursor; Mechanistic perspectives; Naphthoquinone-fused N-heterocycles; Review; Synthetic approaches.

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Conflict of interest statement

Declarations. Conflicts of interest: The authors have no conflict of interest to declare.

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