Sodium hypophosphite mediated reductive amination of carbonyl compounds with N,N-dialkylformamides

Herein we report a transition-metal- and acid-free protocol for the reductive amination of carbonyl compounds with DMF using a substoichiometric amount of NaH2PO2·H2O. A set of various N,N-dimethylamines were obtained in moderate to excellent yields without chromatographic purification. The general trends and limitations of the method with different formamides as sources of dialkyl-fragments were explored. © 2023 The Royal Society of Chemistry.

Authors
Fatkulin A.R. , Korochantsev V. , Afanasyev O.I. , Podyacheva E. , Chusova O. , Muratov D.V. , Godovikova M.I. , Semenov S. , Chusov D.
Journal
New Journal of Chemistry
Publisher
Royal Society of Chemistry
Number of issue
14
Language
English
Pages
6532-6535
Status
Published
Link
External link
DOI
10.1039/D3NJ00728F
Volume
47
Year
2023
Organizations
  • 1 A.N.Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, INEOS, Vavilova St. 28, bld. 1, Moscow, 119334, Russian Federation
  • 2 National Research University Higher School of Economics, Miasnitskaya Str. 20, Moscow, 101000, Russian Federation
  • 3 Faculty of Science, RUDN University, 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
  • 4 Moscow South-Eastern School named after V.I. Chuikov (Moscow Chemical Lyceum), 4 Tamozhenniy proezd, Moscow, 111033, Russian Federation
  • 5 Plekhanov Russian University of Economics, Stremyanny per. 36, Moscow, 117997, Russian Federation
Keywords
Amides; Amines; Chromatographic analysis; Sodium; Transition metals; aldehyde; carbonyl derivative; formamide derivative; n,n dialkylformamide derivative; phosphite; reducing agent; sodium hypophosphite; transition element; unclassified drug; Acid-free; Chromatographic purification; Dimethylamines; Formamides; General trends; Metal free; Reductive amination; Sodium hypophosphite; amination; Article; chromatography; controlled study; drug mixture; nucleophilicity; reaction temperature; stoichiometry; Carbonyl compounds
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