Synthesis of 3-aminoBODIPY dyes via copper-catalyzed vicarious nucleophilic substitution of 2-halogeno derivatives

Academic Article

Abstract

  • © 2015 The Royal Society of Chemistry. 2-Halogeno BODIPYs undergo copper catalysed nucleophilic substitution with alkyl amines and anilines and an amide to give the corresponding 3-aminoBODIPY derivatives. The substrates are readily prepared by the regioselective 2-halogenation of the chemically robust, preformed BODIPYs thus providing an alternative to direct nucleophilic substitution of the corresponding 3-halogenoBODIPYs which requires regioselective 3-halogenation of the more sensitive dipyrromethane intermediate. 2-Halogenation expands the scope of vicarious substitution of BODIPYs to include weaker nitrogen nucleophiles.
  • Authors

    Digital Object Identifier (doi)

    Author List

  • Knight JG; Alnoman RB; Waddell PG
  • Start Page

  • 3819
  • End Page

  • 3829
  • Volume

  • 13
  • Issue

  • 12