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

ABSTRACT: 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.

SUBMITTER: Gonzalo-Barquero A 

PROVIDER: S-EPMC10649591 | biostudies-literature | 2023 Oct

REPOSITORIES: biostudies-literature