Combinatorial Solid-Phase Synthesis of 6-Aryl-1,3,5-triazines via Suzuki Coupling

Jae Wook Lee, Hyung-Ho Ha, Marc Vendrell, Jacqueline T. Bork, Young-Tae Chang

Research output: Contribution to journalArticlepeer-review

Abstract

A synthetic methodology to prepare collections of trisubstituted aryl 1,3,5-triazines with broad structural diversity via Suzuki coupling has been developed. We first optimized the combinatorial derivatization of the triazine core using Suzuki cross-coupling. Second, in order to further expand the methodology for the preparation of negatively charged triazines, we adapted this approach to polymer-supported amino acids and prepared aryl triazines with different charge distribution. With a collection of 160 aryl triazine derivatives in good purities and without any purification step, we proved the viability of this orthogonal scheme for the preparation of triazine libraries using amine/amino acid-captured solid supports and Suzuki cross-coupling.

Original languageEnglish
Pages (from-to)540-544
Number of pages5
JournalAustralian Journal of Chemistry
Volume64
Issue number5
DOIs
Publication statusPublished - 2011

Keywords

  • ORTHOGONAL SYNTHESIS
  • TRIAZINE LIBRARY
  • ANTITUMOR EVALUATION
  • KINASE INHIBITORS
  • SERIES
  • HETEROCYCLES
  • DERIVATIVES
  • MODULATORS
  • ANALOGS

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