Novel Orthogonal Synthesis of a Tagged Combinatorial Triazine Library via Grignard Reaction
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- Title
- Novel Orthogonal Synthesis of a Tagged Combinatorial Triazine Library via Grignard Reaction
- Authors
- Lee, Jae Wook; Bork, Jacqueline T.; Ha, Hyung-Ho; Samanta, Animesh; Chang, Young-Tae
- Date Issued
- 2009
- Publisher
- CSIRO PUBLISHING
- 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.
- Keywords
- SOLID-PHASE SYNTHESIS; 1,3,5-TRIAZINE DERIVATIVES; BIOLOGICAL EVALUATION; CYANURIC CHLORIDE; S-TRIAZINES; INHIBITORS; MOLECULES; KINASE; SERIES; NMR
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/50239
- DOI
- 10.1071/CH09153
- ISSN
- 0004-9425
- Article Type
- Article
- Citation
- AUSTRALIAN JOURNAL OF CHEMISTRY, vol. 62, no. 9, page. 1000 - 1006, 2009
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- There are no files associated with this item.
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