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Sodium Hypophosphite as a Bulk and Environmentally Friendly Reducing Agent in the Reductive Amination

Fedor S. Kliuev, Anton N. Kuznetsov, Oleg I. Afanasyev, Sofiya A. Runikhina, Ekaterina A. Kuchuk, Evgeniya Podyacheva, Alexey A. Tsygankov, Denis Chusov

2022Organic Letters20 citationsDOI

Abstract

NaH2PO2 was found to promote reductive amination. Being nontoxic, stable, environmentally benign, and available in bulk amounts, this reducing agent showed a powerful potential to compete with classical reductants applied in the target process. An E factor of 1 was achieved for the substrate scope. Different carbonyl compounds reacted with amines under the developed conditions. The reaction demonstrated a great compatibility with a wide range of functional groups. Reaction conditions were scaled up to 200-fold.

Topics & Concepts

ChemistryReductive aminationReducing agentSodium hypophosphiteEnvironmentally friendlyHypophosphiteAminationCombinatorial chemistrySubstrate (aquarium)Compatibility (geochemistry)Organic chemistryCatalysisChemical engineeringElectroplatingBiologyLayer (electronics)OceanographyGeologyEngineeringEcologyAsymmetric Hydrogenation and CatalysisChemical Synthesis and ReactionsChemical Synthesis and Analysis
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