Silver-mediated three-component cycloaddition reaction for direct synthesis of 1-N-vinyl-substituted 1,2,3-triazoles
Jinpeng Chen1, Taoyuan Liang, He Zhao
1School of Chemistry and Chemical Engineering, South China University of Technology, 381 Wushan Rd, Guangzhou 510640, People's Republic of China. minzhang@scut.edu.cn.
Abstract:
Herein, we report direct synthesis of 1-N-vinyl-1,2,3-triazoles via silver-mediated three-component cycloaddition reaction of phenylacetylenes, trimethylsilylazide, and 1,3-dicarbonyl compounds. The synthetic protocol proceeds with operational simplicity, good substrate and functional group compatibility, and easily available feedstocks, and without the need for pre-installation of vinylazide precursors, and offers a practical method for the efficient elaboration of triazole derivatives.
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In 1896, the German chemist Paul Walden discovered that he could interconvert pure enantiomeric (+) and (-) malic acids through a series of reactions. This conversion suggested the involvement of optical inversion during the substitution reaction. Further, in 1930, Sir Christopher Ingold described for the first time two different forms of nucleophilic substitution reactions, which are known as SN1 (nucleophilic substitution unimolecular) and SN2 (nucleophilic substitution...
