Isocyanide Insertion-Cyclization Reaction for Imidazoisoindol-5-imine Scaffold Synthesis: A Selective Solvatochromic Fluorescent Probe for Methanol Detection

J Org Chem. 2021 Jan 1;86(1):146-152. doi: 10.1021/acs.joc.0c01860. Epub 2020 Dec 9.

Abstract

An efficient, ligand-free, and Pd-catalyzed method for the synthesis of imidazoisoindole imine scaffolds with satisfactory yields via C-C and C-N bond formation has been developed. The synthesized scaffolds have unique potential for selective MeOH detection from other solvents, especially EtOH. The appealing features of this transformation are phosphinic ligand-free conditions, the use of a small amount of Pd(OAc)2, and a practical procedure for the synthesis of imidazoisoindole imine scaffolds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cyanides*
  • Cyclization
  • Fluorescent Dyes
  • Imines*
  • Methanol
  • Molecular Structure

Substances

  • Cyanides
  • Fluorescent Dyes
  • Imines
  • Methanol