Dalidovich, Tatsiana; Nallaparaju, Jagadeesh Varma; Shalima, Tatsiana; Aav, Riina; Kananovich, Dzmitry G. published the artcile< Mechanochemical Nucleophilic Substitution of Alcohols via Isouronium Intermediates>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is alc amine mechanochem nucleophilic substitution; tertiary amine preparation; Alcohols; amines; isouronium; mechanochemistry; nucleophilic substitution.
Herein a new mechanochem. method was developed for nucleophilic substitution of alcs. using fluoro-N,N,N’,N’-tetramethylformamidinium hexafluorophosphate (TFFH) and K2HPO4 as an alc.-activating reagent and a base, resp. Alc. activation and reaction with a nucleophile were performed in one milling jar via reactive isouronium intermediates. Nucleophilic substitution with amines afforded alkylated amines in 31-91% yields. The complete stereoinversion occurred for the SN2 reaction of (R)- and (S)-Et lactates. Substitution with halide anions (F-, Br-, I-) and oxygen-centered (CH3OH, PhO-) nucleophiles was also tested. Application of the method to the synthesis of active pharmaceutical ingredients has been demonstrated.
ChemSusChem published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate.
Referemce:
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Ester – an overview | ScienceDirect Topics