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Regioselective Synthesis of Selenide Ethers through a Decarboxylative Coupling Reaction
Author(s) -
Cui FeiHu,
Chen Jing,
Su ShiXia,
Xu Yanli,
Wang Hengshan,
Pan Yingming
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700676
Subject(s) - chemistry , geminal , selenide , regioselectivity , coupling reaction , organic chemistry , chloride , medicinal chemistry , selenium , inorganic chemistry , catalysis
An efficient and selective approach to the synthesis of selenide ethers containing one or two geminal C–Se bonds from readily available diselenides and phenylacetic acids was developed. Compounds containing one C–Se bond were prepared by employing air as the oxidant under metal‐free conditions, whereas compounds having two geminal C–Se bonds were formed via the iron(III) chloride/oxygen/cesium carbonate (FeCl 3 /O 2 /Cs 2 CO 3 ) system. Moreover, 1,2‐diphenyldisulfane also could be smoothly converted into the corresponding sulfur ether product under the standard reaction conditions.