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酮腙与TeCl的反应:新型二乙烯基碲化物的分离与反应

Reaction of ketone hydrazones with TeCl: isolation and reactions of novel divinyl telluride.

作者信息

Okuma Kentaro, Qu Yuxuan, Suetome Aoi, Nagahora Noriyoshi

机构信息

Department of Chemistry, Fukuoka University, Jonan-ku, Fukuoka 814-0180, Japan.

出版信息

Org Biomol Chem. 2020 Jun 24;18(24):4583-4589. doi: 10.1039/d0ob00782j.

Abstract

The reaction of acetophenone hydrazones with TeCl4 in the presence of DBU gave a mixture of divinyl ditellurides and divinyl tellurides, which easily reacted with Cu powder in refluxing toluene to afford divinyl tellurides in good yields. The reaction of divinyl tellurides with bromine (1.2 eq.) gave the corresponding tellurium dibromide rather than the addition of the double bond whereas 3 molar amount of bromine gave excess brominated and oxidized products. The reaction of divinyl tellurides with 2-(trimethylsilyl)phenyl triflate in the presence of CsF gave (E)-2-alkenyldiaryl tellurides in good yields.

摘要

苯乙酮腙与四氯化碲在DBU存在下反应,生成二乙烯基二碲醚和二乙烯基碲醚的混合物,该混合物在回流甲苯中易与铜粉反应,以良好产率得到二乙烯基碲醚。二乙烯基碲醚与溴(1.2当量)反应生成相应的二溴化碲,而不是双键加成产物,而3摩尔量的溴则生成过量的溴化和氧化产物。二乙烯基碲醚与2-(三甲基甲硅烷基)苯基三氟甲磺酸酯在CsF存在下反应,以良好产率得到(E)-2-烯基二芳基碲醚。

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