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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 54, 2024 - Issue 2
145
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Articles

Synthesis of α,β-diamino acid derivatives by acid-catalyzed Aza-Michael addition of N-phthalyldehydroalanine with different amine

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Pages 158-165 | Received 14 Sep 2023, Published online: 03 Dec 2023
 

Abstract

A series of α,β-diamino acid derivatives were synthesized from N-phthalyldehydroalanine with different amines by acetic acid catalytic Aza-Michael additions. This reaction achieves C–N bond formation with good functional group tolerance. Under optimized conditions, the desired products of most aromatic and secondary aliphatic amines were obtained in moderate to good yields under mild conditions. The electronic effect and steric effect play the important roles to the reactivity of amines.

Graphical Abstract

Additional information

Funding

This work was financially supported by Ningxia Natural Science Foundation (No. 2023AAC03239).

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