Synthesis and Reactivity of Fluorinated Dithiocarboxylates to Prepare Thioamides—Effective Access to a 4-Styrenylthioamide-Cinchona Alkaloid Monomer - Archive ouverte HAL
Article Dans Une Revue Molecules Année : 2023

Synthesis and Reactivity of Fluorinated Dithiocarboxylates to Prepare Thioamides—Effective Access to a 4-Styrenylthioamide-Cinchona Alkaloid Monomer

Résumé

A simple and rapid access to fluorinated dithioesters was developed by a one-pot sequence corresponding to a Grignard reaction—Mitsunobu type substitution. These activated dithioesters have shown excellent reactivity in an aminolysis reaction from simple or more complex primary amines such as cinchona alkaloids. A stoichiometric amount of amine was sufficient to prepare various thioamides, including a 4-styrenylthioamide cinchonidine monomer, under environmentally friendly conditions, at room temperature, and in a very short time.

Domaines

Chimie organique
Fichier principal
Vignette du fichier
molecules-28-07333.pdf (2.32 Mo) Télécharger le fichier
Origine Fichiers éditeurs autorisés sur une archive ouverte

Dates et versions

hal-04267440 , version 1 (03-06-2024)

Licence

Identifiants

Citer

Aimar Gonzalo-Barquero, Bénédicte Lepoittevin, Jacques Rouden, Jérôme Baudoux. Synthesis and Reactivity of Fluorinated Dithiocarboxylates to Prepare Thioamides—Effective Access to a 4-Styrenylthioamide-Cinchona Alkaloid Monomer. Molecules, 2023, 28 (21), pp.7333. ⟨10.3390/molecules28217333⟩. ⟨hal-04267440⟩
55 Consultations
24 Téléchargements

Altmetric

Partager

More