Keto-enol tautomerism of β-ketoamides and characterization of a sterically crowded α-amido-β-ketoamide

Kuangsen Sung, Ru Rong Wu, Shu Yi Sun

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

An α-amido-β-ketoamide (1) and two α-alkyl-β-ketoamides (2 and 3) were prepared and characterized, and their keto-enol tautomerism was studied by H/13C NMR spectroscopy. Both α-alkyl-β-ketoamides 2 and 3 are in the keto form in CDCl3, and their enol forms cannot be detected by 1H/13C NMR spectroscopy, whereas the α-amido-β-ketoamide 1 shows both keto and enol forms in CDCl3 with an experimental KE of 0,70 at 298 K.

Original languageEnglish
Pages (from-to)775-781
Number of pages7
JournalJournal of Physical Organic Chemistry
Volume15
Issue number11
DOIs
Publication statusPublished - 2002 Nov 1

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Keto-enol tautomerism of β-ketoamides and characterization of a sterically crowded α-amido-β-ketoamide'. Together they form a unique fingerprint.

  • Cite this