Affiliation:
1. Department of Biophysical Chemistry, Graduate School of Pharmaceutical Science, Tohoku University
2. JST, PRESTO
3. Interdisciplinary Research Center for Catalytic Chemistry, National Institute of Advanced Industrial Science and Technology (AIST)
Abstract
AbstractThis 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.
Funder
Japan Society for the Promotion of Science
Japan Science and Technology, Precursory Research for Embryonic Science and Technology
New Energy and Industrial Technology Development Organization
Daicel
Takeda Science Foundation
Japan Agency for Medical Research and Development
Subject
Organic Chemistry,Catalysis