LiO-t-Bu/CsF-Mediated Formal Hydrolysis of Trifluoromethyl Arenes

This study investigates the formal hydrolysis of trifluoromethyl arenes without deprotonation functionality utilizing a combined Brønsted base system comprising LiO-t-Bu and CsF. The reaction conditions were optimized using 4-(trifluoromethyl)biphenyl as the model substrate, achieving a 94% yield with LiO-t-Bu/CsF. The scope of the substrate was explored, demonstrating the applicability of the system to various functionalities, such as (hetero)aryl, tert-butyl, methyl, amide, and alkenyl moieties. Mechanistic insights suggest a single electron transfer process. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text

Source: Synthesis - February 1, 2024 Category: Chemistry Authors: Shigeno, Masanori Kiriyama, Moe Izumi, Koki Sasaki, Keita Sasamoto, Ozora Nozawa-Kumada, Kanako Kondo, Yoshinori Tags: paper Source Type: research