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Novel Orthogonal Synthesis of a Tagged Combinatorial Triazine Library via Grignard Reaction
- Source :
- Australian Journal of Chemistry. 62:1000
- Publication Year :
- 2009
- Publisher :
- CSIRO Publishing, 2009.
-
Abstract
- To expand the diversity of 1,3,5-triazine libraries to aryl and alkyl functionalities through the C–C bond, we employed a novel orthogonal synthesis via Grignard monoalkylation or monoarylation of cyanuric chloride in solution to prepare aryl- or alkyl-substituted triazine building blocks. These aryl- or alkyl-substituted triazine building blocks were captured by a resin-bound amine, followed by amination and acidic cleavage with high purity. Herein, we demonstrate a novel orthogonal synthesis of a tagged aryl- and alkyl-triazine library on solid support, utilizing building blocks prepared via Grignard reaction in solution. Through incorporation of a triethylene glycol linker at one of the alternate sites on the triazine scaffold we explored an intrinsic tagged library approach.
Details
- ISSN :
- 00049425
- Volume :
- 62
- Database :
- OpenAIRE
- Journal :
- Australian Journal of Chemistry
- Accession number :
- edsair.doi...........e6b9fb73313798b2284e6ee3cc53b23d