Direct Synthesis of Paracetamol via Site-Selective Electrochemical Ritter-type C–H Amination of Phenol
Irshad Maajid Taily, Debarshi Saha, Prabal Banerjee
Abstract
The synthesis of paracetamol still relies on multistep protocols involving the utilization of a stoichiometric amount of oxidizing/reducing or other corrosive agents. Herein we report a regioselective electrochemical Ritter-type reaction at the C(sp2)–H of unprotected phenol toward the environmentally benign and direct synthesis of paracetamol. The reaction proceeds under exogenous oxidant- and catalyst-free conditions. The protocol is scalable, can be deployed to a variety of phenols, and offers a sustainable alternative for the synthesis of paracetamol.
Topics & Concepts
ChemistryOxidizing agentPhenolRegioselectivityRitter reactionCombinatorial chemistryCatalysisAminationPhenolsElectrochemistryOrganic chemistryElectrodePhysical chemistrySynthesis and Catalytic ReactionsPhenothiazines and Benzothiazines Synthesis and ActivitiesChemical Synthesis and Reactions