One-pot synthesis of 1H-isochromenes and 1,2-dihydroisoquinolines by a sequential isocyanide-based multicomponent/Wittig reaction

Org Biomol Chem. 2016 Feb 28;14(8):2413-20. doi: 10.1039/c5ob02405f.

Abstract

A one-pot synthesis of 1H-isochromenes and 1,2-dihydroisoquinolines by a I-MCR/Wittig sequence was developed. The reaction of phosphonium salt , an acid, an amine (or without), and an isocyanide gave the 1H-isochromenes or 1,2-dihydroisoquinolines in good yields by a sequential Passerini or Ugi condensation and an intramolecular Wittig reaction in the presence of K2CO3.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzopyrans / chemical synthesis*
  • Benzopyrans / chemistry
  • Cyanides / chemistry*
  • Isoquinolines / chemical synthesis*
  • Isoquinolines / chemistry
  • Molecular Structure

Substances

  • Benzopyrans
  • Cyanides
  • G 1617
  • Isoquinolines