# Heterocycle-guided synthesis of m-hetarylanilines via three-component benzannulation

**Authors:** Andrey R Galeev, Maksim V Dmitriev, Alexander S Novikov, Andrey N Maslivets

PMC · DOI: 10.3762/bjoc.20.188 · 2024-09-02

## TL;DR

A new method for making substituted meta-hetarylanilines using heterocycle-substituted diketones was developed, offering efficient synthesis with good yields.

## Contribution

A one-pot three-component synthesis method for meta-hetarylanilines guided by heterocycle substituents is introduced.

## Key findings

- The electron-withdrawing power of the heterocyclic substituent influences the reaction significantly.
- Meta-hetarylanilines were synthesized in 21–85% isolated yields.
- The method demonstrates synthetic utility for substituted meta-hetarylanilines.

## Abstract

A one-pot three-component synthesis of substituted meta-hetarylanilines from heterocycle-substituted 1,3-diketones has been developed. The electron-withdrawing power of the heterocyclic substituent (which can be estimated on the basis of calculated Hammett constants) in the 1,3-diketone plays a pivotal role in the studied reaction. The series of meta-hetarylanilines prepared (21–85% isolated yield) demonstrates the synthetic utility of the developed method.

## Figures

9 figures with captions in the complete paper: https://tomesphere.com/paper/PMC11403807/full.md

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Source: https://tomesphere.com/paper/PMC11403807