KOtBu Promoted Selective Ring-Opening N-alkylation of 2-Oxazolines to Access 2-Aminoethyl Acetates and N-Substituted Thiazolidinones

  1. Qiao Lin,
  2. Shiling Zhang and
  3. Bin LiORCID Logo

Submitting author affiliation: School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, China

Beilstein Arch. 2019, 2019146. https://doi.org/10.3762/bxiv.2019.146.v1

Published 19 Nov 2019

  • Preprint


An efficient and simple KOtBu promoted selective ring-opening N-alkylation of 2-methyl-2-oxazoline or 2-(methylthio)-4,5-dihydrothiazole with benzyl halides under basic conditions has been described for the first time, which provides a convenient and practical pathway for the synthesis of versatile 2-aminoethyl acetates and N-Substituted thiazolidinones with good functional group tolerance and selectivity. KOtBu not only plays an important role to promote this ring-opening N-alkylation, but also acts as an oxygen donor.

Keywords: N-Alkylation; Ring Opening; Potassium tert-Butoxide; Thiazolidinones; Oxazolines

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Lin, Q.; Zhang, S.; Li, B. Beilstein Arch. 2019, 2019146. doi:10.3762/bxiv.2019.146.v1

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