Strategies to Control Hypervalent Iodine - Primary Amine Reactions
Ankita Bal1, Saikat Maiti1, Prasenjit Mal1
1School of Chemical Sciences, National Institute of Science Education and Research (NISER), HBNI, Bhubaneswar PO Bhimpur-Padanpur, Via Jatni, District Khurda, Odisha, 752050, India.
Hypervalent iodine reagents react with primary amines, presenting synthetic challenges. This review details controlled reactions between hypervalent iodine and amines, enabling new synthetic pathways.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Hypervalent iodine chemistry has a long history since 1886.
- The reactivity of primary amines with hypervalent iodine reagents poses synthetic challenges due to high exothermicity.
- Hypervalent iodine reagents are valuable tools in organic synthesis.
Purpose of the Study:
- To review the controlled reactivity of hypervalent iodine reagents with aromatic and aliphatic primary amines.
- To highlight recent advancements in managing the high reactivity between hypervalent iodine and primary amines.
- To provide a clear understanding of how reaction conditions and substrate modifications influence these transformations.
Main Methods:
- Review of recent scientific literature.
- Analysis of reaction conditions and substrate modifications.
- Focus on ambient reaction conditions.
Main Results:
- Demonstration of controlled hypervalent iodine reactions with primary amines.
- Successful modulation of high reactivity through substrate or condition changes.
- Ambient reaction conditions are often feasible.
Conclusions:
- Hypervalent iodine chemistry offers valuable transformations for synthetic chemists.
- Controlling the reactivity of primary amines with hypervalent iodine is achievable.
- This controlled reactivity opens new avenues in synthetic organic chemistry.
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