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Redox-Active α-Amino-CF<sub>3</sub> Reagents: Developing and Applications in Ni-Catalyzed Reductive Cross-Coupling

Yifan Ni, Ying Wang, Ying Wang, Jiyang Liu, Yu Mao, Yi Pan, Shengyang Ni, Liang Yan, Yi Wang, Yi Wang

2024Organic Letters10 citationsDOI

Abstract

α-Amino-CF 3 compounds are widely employed in bio- and pharmaceutical chemistry for improved stability and bioactivities. Traditional methods often face challenges with functional group tolerance and lack a general approach for late-stage functionalization. Herein, we report a new type of redox-active α-amino-CF 3 reagents, easily prepared from trifluoro acetaldehyde hydrates. These α-amino-CF 3 reagents can serve as versatile building blocks for coupling with alkynyl bromides, aryl bromides, and enol triflates under nickel catalysis.

Topics & Concepts

ChemistryReagentCatalysisCombinatorial chemistryArylEnolRedoxFunctional groupAcetaldehydeOrganic chemistryEthanolPolymerAlkylFluorine in Organic ChemistryCyclopropane Reaction MechanismsChemical Synthesis and Analysis
Redox-Active α-Amino-CF<sub>3</sub> Reagents: Developing and Applications in Ni-Catalyzed Reductive Cross-Coupling | Litcius