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Synthesis of Fully Functionalized 5‐Selanyl‐1,2,3‐triazoles: Copper‐Catalysed Three‐Component Reaction of Ethynylstibanes, Organic Azides, and Diaryl Diselenides
Author(s) -
Yamada Mizuki,
Matsumura Mio,
Takino Fumina,
Murata Yuki,
Kurata Yuka,
Kawahata Masatoshi,
Yamaguchi Kentaro,
Kakusawa Naoki,
Yasuike Shuji
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701389
Subject(s) - chemistry , diselenide , antimony , tin , tellurium , copper , component (thermodynamics) , organic chemistry , combinatorial chemistry , selenium , physics , thermodynamics
A simple, general method for the synthesis of fully substituted 5‐selanyl‐1,2,3‐triazoles is described. In the presence of CuI (10 mol‐%) and 1,10‐phenanthroline (10 mol‐%), a three‐component reaction of ethynylstibanes, organic azides, and diaryl diselenides gave 5‐selanyltriazoles in moderate‐to‐excellent yields. Under aerobic conditions, the reaction proceeded efficiently, and both of the two selanyl groups were transferred from the diaryl diselenide to the product. In this three‐component reaction, ethynylstibanes, containing an antimony atom, gave better results than various alkynes containing other typical elements, such as silicon, tin, and tellurium.