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

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....

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Bibliographic Details
Published in:Organic letters 2022-10, Vol.24 (42), p.7717-7721
Main Authors: Kliuev, Fedor, Kuznetsov, Anton, Afanasyev, Oleg I., Runikhina, Sofiya A., Kuchuk, Ekaterina, Podyacheva, Evgeniya, Tsygankov, Alexey A., Chusov, Denis
Format: Article
Language:English
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c02807