Alkynylation of heterocyclic compounds using hypervalent iodine reagent

Org Biomol Chem. 2015 Mar 14;13(10):2884-9. doi: 10.1039/c4ob02625j.

Abstract

The alkynylation of various nitrogen- and/or sulphur-containing heterocyclic compounds using hypervalent iodine TMS-EBX by utilization of tertiary amines under mild conditions is described. The developed metal-free methodology furnishes the corresponding alkynylated heterocycles bearing quaternary carbon in high yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylene / chemistry
  • Alkylating Agents / chemistry
  • Biological Products / chemistry*
  • Carbon / chemistry
  • Drug Design
  • Heterocyclic Compounds / chemistry*
  • Hydrogen Bonding
  • Indicators and Reagents
  • Indoles / chemistry
  • Iodides / chemistry*
  • Iodine / chemistry*
  • Lactones / chemistry
  • Magnetic Resonance Spectroscopy
  • Models, Chemical
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Organic Chemicals / chemistry
  • Oxindoles
  • Rhodanine / chemistry
  • Solvents / chemistry
  • Temperature

Substances

  • Alkylating Agents
  • Biological Products
  • Heterocyclic Compounds
  • Indicators and Reagents
  • Indoles
  • Iodides
  • Lactones
  • Organic Chemicals
  • Oxindoles
  • Solvents
  • 2-oxindole
  • Carbon
  • Rhodanine
  • Iodine
  • Acetylene