Synthesis of pyrido[1,2-a]indole malonates and amines through aryne annulation

J Org Chem. 2012 Mar 16;77(6):2743-55. doi: 10.1021/jo2025543. Epub 2012 Mar 6.

Abstract

Pyrido[1,2-a]indoles are known as medicinally and pharmaceutically important compounds, but there is a lack of efficient methods for their synthesis. We report a convenient and efficient route to these privileged structures starting from easily accessible 2-substituted pyridines and aryne precursors. A small library of compounds has been synthesized utilizing the developed method, affording variously substituted pyrido[1,2-a]indoles in moderate to good yields.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Amines / chemical synthesis*
  • Amines / chemistry
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Malonates / chemical synthesis*
  • Malonates / chemistry
  • Molecular Structure

Substances

  • Amines
  • Indoles
  • Malonates