Synthesis of extended fluorinated tripeptides based on the tetrahydropyridazine scaffold.

The synthesis of tripeptides incorporating new fluorinated heterocyclic hydrazino acids, based on the tetrahydropyridazine scaffold is described. Starting from simple fluorinated hydrazones, these non-proteinogenic cyclic β-amino acids were easily prepared by a zinc-catalyzed aza-Barbier reaction followed by an intramolecular Michael addition. Preliminary conformational studies on tripeptides including this scaffold in the central position show an extended conformation in solution (NMR) and in the solid state (X-ray).

Synthesis of -CF hydrazines through radical trifluoromethylation of azodicarboxylates.

We report here the synthesis of a novel family of -CF hydrazines from a direct way involving the available and cheap Langlois reagent (CFSONa). These derivatives have shown very high stability whatever the conditions used and are excellent precursors for building previously inaccessible -CF functionalized compounds, such as substituted hydrazides, hydrazine-amino-acids, hydrazones, -aziridines and pyrazoles.

Fluorinated Triazole Foldamers: Folded or Extended Conformational Preferences.

The Ministère de l'Enseignement Supérieur et de la Recherche (MESR) is thanked for financial support for José Laxio Arenas. The China Scholarship Council is thanked for financial support for Yaochun Xu. The authors thank Pr.

Direct Amination of Arenes with Azodicarboxylates Catalyzed by Bisulfate Salt/HFIP Association.

A mild and efficient amination of arenes with azodicarboxylates using potassium bisulfate (KHSO) as the catalyst in 1,1,1,3,3,3-hexafluoro-2-propanol has been developed. This protocol allowed the amination of a broad range of arenes leading to corresponding hydrazides in good to excellent yields.

Direct Access to Substituted 4-CF β-Lactams at the C-3 Position.

Mono- and disubstituted 4-CF β-lactams at the C-3 position have been obtained stereoselectively under basic conditions. A wide range of function such as alcohols, alkyls, aryls, esters, and double and triple bonds have been introduced.