Synthesis of Isotopic Atropisomers Based on 12C/13C Discrimination

J Org Chem. 2023 Jul 7;88(13):9579-9583. doi: 10.1021/acs.joc.3c01004. Epub 2023 Jun 10.

Abstract

Quinazolin-4-one derivatives possessing an isotopic atropisomerism (isotopic N-C axial chirality) based on ortho-12CH3/13CH3 discrimination were prepared. The diastereomeric quinazolin-4-ones bearing an asymmetric carbon as well as an isotopic atropisomerism were clearly discriminated by 1H and 13C NMR spectra and revealed to possess high rotational stability and stereochemical purity.

MeSH terms

  • Magnetic Resonance Spectroscopy
  • Stereoisomerism*