Synthesis and Reactivity of Fluorinated Dithiocarboxylates to Prepare Thioamides—Effective Access to a 4-Styrenylthioamide-Cinchona Alkaloid Monomer - Archive ouverte HAL Accéder directement au contenu
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.

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Domaines

Chimie

Dates et versions

hal-04267440 , version 1 (01-11-2023)

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⟩
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