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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
N-Alkoxysulfurdiimide Reagents for the One-Step Modular Synthesis of Primary Sulfonimidamides
Suzanne E Davison1, Jonathan A Andrews1, Agamemnon E Crumpton1
1Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Oxford, UK.
Angewandte Chemie (International Ed. in English)
|July 7, 2026
Summary
Researchers developed novel N-alkoxysulfurdiimide reagents for a direct, one-step synthesis of primary sulfonimidamides. This method offers improved modularity and compatibility, enabling rapid library synthesis in medicinal chemistry.
Area of Science:
- Medicinal Chemistry
- Organic Synthesis
Background:
- Sulfonimidamides are crucial in medicinal chemistry.
- Existing synthetic methods are often lengthy and lack modularity for library synthesis.
Purpose of the Study:
- To develop a direct, one-step synthesis for primary NH2-sulfonimidamides.
- To introduce novel N-alkoxysulfurdiimide reagents for versatile sulfonimidamide preparation.
Main Methods:
- Synthesis of novel N-alkoxysulfurdiimide reagents.
- Exploration of reagent tunability via N-substituent modulation.
- Correlation of reactivity with electronic properties (13C NMR shifts).
Main Results:
- Successful direct, one-step synthesis of primary NH2-sulfonimidamides.
- Demonstrated tunability of N-alkoxysulfurdiimide reagents for controlled product distribution.
- Enhanced compatibility with organometallic reagents.
Conclusions:
- N-alkoxysulfurdiimide reagents provide a modular and efficient route to diverse sulfonimidamides.
- This approach significantly advances sulfonimidamide synthesis for medicinal chemistry applications.
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