Reductive ortho-Cyanomethylation of Aryl Iodanes with MeCN via One-pot Iodonium-Claisen Rearrangement

Bo Peng; Lei Zhang; Mengjiao Zhu; Dingming Zheng; Jiangtao Ji; Ao Cui; Mengjie Hu; Xin Huang

doi:10.1039/d5cc04363h

January 1, 2025Chemical Communications

Reductive ortho-Cyanomethylation of Aryl Iodanes with MeCN via One-pot Iodonium-Claisen Rearrangement

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Key Points

The iodonium-Claisen rearrangement provides an efficient method for ortho-cyanomethylation.
Using acetonitrile, the reaction creates arylacetonitriles from aryl iodanes.
This one-pot reaction simplifies preparation by generating intermediates in situ.
The approach may open new avenues for synthesizing valuable arylacetonitriles.

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Implication

One-pot iodonium-Claisen rearrangement achieves ortho-cyanomethylation in aryl iodanes, suggesting new pathways for synthesizing arylacetonitriles.

Abstract

We report here a one-pot iodonium-Claisen rearrangement of aryl iodanes with acetonitrile which enables ortho -cyanomethylation of aryl iodanes to produce valuable arylacetonitriles. The reaction proceeds through in situ preparation of...

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Peng et al. (2025) studied this question.

synapsesocial.com/papers/68bb49cc6d6d5674bccffaa2 https://doi.org/10.1039/d5cc04363h

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Reductive ortho-Cyanomethylation of Aryl Iodanes with MeCN via One-pot Iodonium-Claisen Rearrangement

Key Points

Ask about this paper

Implication

Abstract

Discussion

Cite This Study

Reductive ortho-Cyanomethylation of Aryl Iodanes with MeCN via One-pot Iodonium-Claisen Rearrangement

Key Points

Ask about this paper

Implication

Abstract

Discussion

Cite This Study

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