Litcius/Paper detail

Ultrafast amidation of esters using lithium amides under aerobic ambient temperature conditions in sustainable solvents

Michael Fairley, Leonie J. Bole, Florian F. Mulks, Laura Main, Alan R. Kennedy, Charles T. O’Hara, Joaquín García‐Álvarez, Eva Hevia

2020Chemical Science50 citationsDOIOpen Access PDF

Abstract

) when toluene is employed as a solvent. No evidence for formation of a complex of this type has been found when using donor THF as a solvent. Structural and spectroscopic insights into the constitution of selected lithium amides in 2-MeTHF are provided that support the involvement of small kinetically activated aggregates that can react rapidly with the organic substrates, favouring the C-O bond cleavage/C-N bond formation processes over competing hydrolysis/degradation of the lithium amides by moisture or air.

Topics & Concepts

ChemistrySolventLithium (medication)Reactivity (psychology)Bond cleavageOrganic chemistryAmideOrganic synthesisCombinatorial chemistryCatalysisPathologyEndocrinologyAlternative medicineMedicineChemical Synthesis and AnalysisAdvanced Synthetic Organic ChemistryAsymmetric Hydrogenation and Catalysis