Total synthesis of isatindigotindoline C

Org Biomol Chem. 2020 Mar 18;18(11):2051-2053. doi: 10.1039/d0ob00270d.

Abstract

Total synthesis of isatindigotindoline C, a 3,3'-spiropyrrolidine oxindole alkaloid, is achieved in two steps using an exo-selective decarboxylative 1,3-dipolar cycloaddition as the key step. The synthesis verifies the originally assigned relative anti-stereochemistry for the bis-oxindole core of isatindigotindoline C.

Publication types

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

MeSH terms

  • Cycloaddition Reaction / methods
  • Decarboxylation
  • Indole Alkaloids / chemical synthesis*
  • Oxindoles
  • Spiro Compounds / chemical synthesis

Substances

  • Indole Alkaloids
  • Oxindoles
  • Spiro Compounds
  • 2-oxindole