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One-pot, oxidative and selective conversion of benzylic silyl and tetrahydropyranyl ethers to gem-dichlorides using trichloroisocyanuric acid and triphenylphosphine as an efficient and neutral system
Phosphorus, Sulfur, and Silicon and the Related Elements ( IF 1.4 ) Pub Date : 2020-11-13 , DOI: 10.1080/10426507.2020.1845680
Roqayeh Khadem Moghaddam 1 , Ghasem Aghapour 1
Affiliation  

Abstract

A one-pot and oxidative method is described for the first time for the conversion of benzylic trimethylsilyl (TMS) and tetrahydropyranyl (THP) ethers to gem-dichlorides using trichloroisocyanuric acid (TCCA) and triphenylphosphine (PPh3) in neutral media. Various theses substrates containing electron withdrawing or donating groups can be efficiently converted to their corresponding gem-dichlorides in good to excellent yields. The present method shows a high degree of chemoselectivity, and due to its one-pot nature is in accordance with green chemistry.



中文翻译:

使用三氯异氰尿酸和三苯膦作为有效的中性体系,将一锅的氧化和选择性的苄基甲硅烷基和四氢吡喃基醚转化为宝石二氯化物

抽象的

首次描述了一种一锅法和氧化法,用于在中性介质中使用三氯异氰尿酸(TCCA)和三苯基膦(PPh 3)将苄基三甲基甲硅烷基(TMS)和四氢吡喃基(THP)醚转化为二氯化宝石。可以将包含吸电子或供电子基团的各种这些基材有效地转化成其相应的宝石-二氯化物,产率高至优异。本方法显示出高度的化学选择性,并且由于其一锅法性质符合绿色化学。

更新日期:2020-11-13
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