1. Novel Orthogonal Synthesis of a Tagged Combinatorial Triazine Library via Grignard Reaction.
- Author
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Jae Wook Lee, Jacqueline T. Bork, Hyung-Ho Ha, Animesh Samanta, and Young-Tae Chang
- Subjects
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ORGANIC synthesis , *COMBINATORIAL chemistry , *TRIAZINES , *GRIGNARD reagents , *CHLORIDES , *ETHYLENE glycol - Abstract
To expand the diversity of 1,3,5-triazine libraries to aryl and alkyl functionalities through the CāC 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. [ABSTRACT FROM AUTHOR]
- Published
- 2009
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