# Iron-Catalyzed Sulfonylmethylation of Imidazo[1,2-α]pyridines with N,N-Dimethylacetamide and Sodium Sulfinates

**Authors:** Shengnan Sun, Hexia Ye, Haibo Liu, Junchen Li, Xiaojing Bi

PMC · DOI: 10.3390/molecules29133196 · Molecules · 2024-07-05

## TL;DR

This paper introduces a new iron-catalyzed method to efficiently synthesize sulfonylmethyl imidazo[1,2-α]pyridines with high yields and good tolerance for other functional groups.

## Contribution

A novel iron-catalyzed three-component coupling protocol for sulfonylmethylation of imidazo[1,2-α]pyridines is developed.

## Key findings

- Sulfonylmethyl imidazo[1,2-α]pyridines were synthesized in high yields using FeCl3 catalysis.
- The method shows excellent functional group tolerance and uses sodium sulfinates in DMA and H2O.
- An oxidation-addition mechanism is proposed to explain the reaction pathway.

## Abstract

Functionalized imidazo[1,2-α]pyridines are important scaffolds in pharmaceuticals. Herein, we present an efficient 3-sulfonylmethylation protocol for imidazo[1,2-α]pyridines by sodium sulfinates in DMA and H2O (2:1) via an FeCl3-catalyzed three-component coupling reaction. Various sulfonylmethyl imidazo[1,2-α]pyridines were thus afforded in high yields with excellent functional group tolerance. A plausible oxidation-addition mechanism was proposed.

## Linked entities

- **Chemicals:** FeCl3 (PubChem CID 24380), N,N-Dimethylacetamide (PubChem CID 14470)

## Full-text entities

- **Chemicals:** DMA (MESH:C405765), FeCl3 (MESH:C024555), Iron (MESH:D007501), H2O (MESH:D014867), N,N-Dimethylacetamide (MESH:C013959), Imidazo[1,2-alpha]pyridines (-)

## Full text

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## Figures

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## References

34 references — full list in the complete paper: https://tomesphere.com/paper/PMC11243443/full.md

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Source: https://tomesphere.com/paper/PMC11243443