Copper-catalyzed three-component reaction of ethynylstibanes,organic azides,and selenium: A simple and efficient synthesis of novel selenides and diselenides having 1,2,3-triazole rings |
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Authors: | Mizuki Yamada Mio Matsumura Erina Sakaki Shih-yun Yen Masatoshi Kawahata Tadashi Hyodo Kentaro Yamaguchi Yuki Murata 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 |
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Abstract: | A simple method for the synthesis of monoselenides and diselenides having 1,2,3-triazole ring is described herein. The three component reaction of ethynylstibanes, organic azides, and selenium powder is catalyzed by CuI (10?mol%) using 1,10-phenanthroline as the ligand (10?mol%) under aerobic conditions. Either selenides or diselenides can be synthesized by selecting the appropriate amount of selenium powder for otherwise identical reaction conditions. The obtained selenides and diselenides having a 1,2,3-triazole ring are all novel compounds. By using an antimony reagent, this one-pot reaction provides regioselective double Se-arylation under simple reaction conditions. |
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Keywords: | Three-component reaction Antimony Selenium Copper catalyst Selenide |
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