β‐N‐Heterocyclic Cyclobutane Carboximides: Synthesis through a Tandem Base‐Catalyzed Amidation/aza‐Michael Addition Protocol and Facile Transformations.

Autor:	Barranco, Stefano, Cuccu, Federico, Liu, Dayi, Robin, Sylvie, Guillot, Régis, Secci, Francesco, Brenner, Valérie, Mons, Michel, Caboni, Pierluigi, Aitken, David J., Frongia, Angelo
Předmět:	IMIDES CYCLOBUTANE derivatives CYCLOBUTANE ORGANIC bases NUCLEOPHILES DERIVATIZATION
Zdroj:	European Journal of Organic Chemistry; 4/20/2023, Vol. 26 Issue 16, p1-6, 6p
Abstrakt:	A stereoselective one‐pot double derivatization of cyclobutene‐1‐carboxylic acid via a mild organic base catalyzed amidation/aza‐Michael addition of benzo[d]oxazol‐2(3H)‐ones has been developed. This unprecedented tandem reaction provides access to novel β‐N‐heterocyclic cyclobutane carboximide derivatives with a trans geometry. The carboximide moiety reacts smoothly with nucleophiles, allowing access to diverse derivatives of trans‐β‐N‐heterocyclic cyclobutanecarboxylic acid, including peptidomimetic structures. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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