Photoredox-Catalyzed Direct C(sp)-H Difluoromethylation of Hydrazones with Difluoromethyltriphenylphosphonium Salt via Aminyl Radical/Polar Crossover.

Org Lett

Technical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis (IAS), State Key Laboratory of Material-Oriented Chemical Engineering, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.

Published: April 2025


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Article Abstract

This study describes an efficacious and generally applicable synthetic strategy for the incorporation of biologically and physiologically prominent difluoromethyl entity into synthetically crucial hydrazone scaffolds with bench-stable and easily accessible difluoromethyltriphenylphosphonium bromide. The broad substrate scope, excellent functional group compatibility, feasibility of step and atom economical one-pot synthetic manipulation, and environmentally benign and mild reaction conditions rendered this methodology an efficient tool for the preparation of synthetically and pharmaceutically prominent fluorine-containing imino compounds.

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http://dx.doi.org/10.1021/acs.orglett.5c00827DOI Listing

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