Journal
TETRAHEDRON
Volume 75, Issue 10, Pages 1406-1414Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2019.01.056
Keywords
Three-component reaction; Antimony; Selenium; Copper catalyst; Selenide
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Funding
- Nagai Memorial Research Scholarship from the Pharmaceutical Society of Japan
- Institute of Pharmaceutical Life Sciences, Aichi Gakuin University
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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 Cul (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. (C) 2019 Elsevier Ltd. All rights reserved.
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