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
Rok vydání: 2016
Předmět:
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