Mild Strategy for the Preparation of Alkyl Sulfonyl Fluorides from Alkyl Bromides and Alcohols Using Photoredox Catalysis and Flow Chemistry
Alejandro Gutiérrez‐González, Staffan Karlsson, Daniele Leonori, Mateusz P. Plesniak
Abstract
Facile access to sp 3 -rich scaffolds containing a sulfonyl fluoride group is still limited. Herein, we describe a mild and scalable strategy for the preparation of alkyl sulfonyl fluorides from readily available alkyl bromides and alcohols using photoredox catalysis. This approach is based on halogen atom transfer (XAT), followed by SO 2 capture and fluorination. The method features mild conditions enabling fast access to high-value derivatives and has been scaled up to 5 g using a continuous stirred tank reactor cascade.
Topics & Concepts
ChemistryAlkylSulfonylPhotoredox catalysisCatalysisOrganic chemistryFlow chemistryCombinatorial chemistryPhotocatalysisInnovative Microfluidic and Catalytic Techniques InnovationChemical Synthesis and AnalysisChemical Synthesis and Reactions