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 Pub Date : 2020-11-12 DOI:10.1080/10426507.2020.1845680
Roqayeh Khadem Moghaddam, Ghasem Aghapour
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引用次数: 2

Abstract

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. Graphical Abstract
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以三氯异氰尿酸和三苯基膦为高效中性体系，一锅氧化选择性转化苯基硅醚和四氢吡喃醚为宝石二氯化物
摘要首次采用中性介质三氯异氰脲酸(TCCA)和三苯基膦(PPh3)一锅氧化法将苯基三甲基硅醚(TMS)和四氢吡喃醚(THP)转化为二氯化物。含有吸电子或供电子基团的各种底物可以有效地转化为相应的宝石二氯化物，收率很高。该方法具有高度的化学选择性，而且由于它的一锅性质，符合绿色化学。图形抽象
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Phosphorus Sulfur and Silicon and The Related Elements
Phosphorus Sulfur and Silicon and The Related Elements
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