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Published on: May 26, 2019
Ugi Multicomponent Reaction Based Synthesis of Medium-Sized Rings
Eman M M Abdelraheem1,2, Rudrakshula Madhavachary1, Arianna Rossetti1
1Department of Drug Design, University of Groningen , A. Deusinglaan 1, 9713 AV Groningen, The Netherlands.
A novel two-step strategy efficiently creates medium-sized rings using the Ugi multicomponent reaction. This approach synthesizes complex cyclic structures from readily available starting materials under mild conditions.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Generating medium-sized rings is challenging in organic synthesis.
- Multicomponent reactions offer efficient pathways to complex molecules.
Purpose of the Study:
- To develop a versatile two-step strategy for synthesizing medium-sized rings.
- To utilize the Ugi multicomponent reaction for complex ring formation.
Main Methods:
- A linear expansion phase involved reacting diamines with cyclic anhydrides to form amino acids.
- An Ugi-4-component, 3-component reaction was employed in the second phase.
- Isocyanides and oxo components were added to construct the rings.
Main Results:
- The strategy successfully generated medium-sized rings ranging from 8 to 11 members.
- The reaction proceeded under mild conditions.
- A broad range of substrates were compatible with the method.
Conclusions:
- The Ugi multicomponent reaction provides an effective route to medium-sized rings.
- This two-step strategy offers a valuable tool for synthetic chemists.
- The method's mild conditions and substrate scope enhance its applicability.
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