Burapha University International Conference, BUU-2014

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Study of the Synthesis of 5-Iodo-1,4-Disubstituted 1,2,3-Triazoles
Rada Bunthawong

Last modified: 2014-05-28

Abstract


‘Click Chemistry’ is a reaction between azide and alkyne yielding covalent product 1,4-disubstituted 1,2,3-triazole or 5-proto 1,2,3-triazole. This process is also known as copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC). Expansion of CuAAC into the synthesis of 5-iodo 1,2,3-triazoles, has recently garnered much interest. As demonstrated by others, 5-iodo 1,2,3-triazoles could couple with arylboronic acids, alkenes, and terminal alkynes via Suzuki, Heck, and Sonogashira reactions, respectively. In this research, the synthesis of 5-iodo 1,2,3-triazoles can be prepared from the copper(II) species and molecular iodine. The synthetic process involves iodination of phenyl acetylene followed by click reaction with various alkyl azides. The triazole products, 5-iodo and 5-proto 1,4-disubstituted 1,2,3-triazoles, were obtained in moderate to high yields.

 

Keywords: click reaction, iodination, CuAAC, 5-iodo and 5-proto 1,2,3-triazoles.


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