Synthesis of 5-organostibano-1H-1,2,3-triazoles by Cu-catalyzed azide-alkyne cycloaddition and their application in the acyl-induced deantimonation for the preparation of fully substituted 5-acyl-1,2,3-triazoles |
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| Authors: | Mizuki Yamada Mio Matsumura Yuki Murata Masatoshi Kawahata Kohki Saito Naoki Kakusawa Kentaro Yamaguchi Shuji Yasuike |
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| Institution: | 1. School of Pharmaceutical Sciences, Aichi Gakuin University, 1-100 Kusumoto-cho, Chikusa-ku, Nagoya 464-8650, Japan;2. Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, 1314-1 Shido, Sanuki, Kagawa 769-2193, Japan;3. Faculty of Pharmaceutical Sciences, Hokuriku University, Ho-3 Kanagawa-machi, Kanazawa 920-1181, Japan |
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| Abstract: | The Cu-catalyzed azide-alkyne cycloaddition by the reaction of various ethynylstibanes with benzylazide in the presence of CuBr (5 mol%) under aerobic conditions led to the formation of trisubstituted 5-organostibano-1H-1,2,3-triazoles. Further, the acyl-induced deantimonation of 5-stibanotriazoles with acyl chlorides in the presence of N,N-dimethyl-4-aminopyridine and triethylamine afforded the corresponding trisubstituted 5-acyltriazoles in moderate-to-good yields. |
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| Keywords: | Ethynylstibane Cu-catalyzed azide-alkyne cycloaddition Antimony Acyl-induced deantimonation Acylation 1 2 3-Triazole |
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