Acid/Phosphide-Induced Radical Route to Alkyl and Alkenyl Sulfides and Phosphonothioates from Sodium Arylsulfinates in Water
Autor: | Guo-ping Lu, Wen-Bin Yi, Ya-mei Lin, Gui-xiang Wang |
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Rok vydání: | 2016 |
Předmět: |
chemistry.chemical_classification
Aqueous solution 010405 organic chemistry Phosphide Sodium Radical Organic Chemistry chemistry.chemical_element 010402 general chemistry 01 natural sciences 0104 chemical sciences chemistry.chemical_compound chemistry Thiol Organic chemistry Reactivity (chemistry) Alkyl |
Zdroj: | The Journal of organic chemistry. 82(1) |
ISSN: | 1520-6904 |
Popis: | A newly developed aqueous system with acid and phosphide was introduced in which odorless and stable sodium arylsulfinates can in situ generate arylsulfenyl radicals. These radicals have high reactivity to react with alkynes, alkenes, and H-phosphine oxides for the synthesis of alkyl and alkenyl sulfides and phosphonothioates. The control experiments and quantum calculations are also performed to gain insights into the generation mechanism of arylsulfenyl radicals. Notably, the chemistry is free of thiol odors, organic solvents, and metals. |
Databáze: | OpenAIRE |
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