13910-16-2Relevant articles and documents
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Molinari,H. et al.
, p. 3920 - 3927 (1979)
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Triphenylsulfonium Salts as Effective Phase Transfer Catalysts under Alkaline Conditions
Kondo, Shuji,Takeda, Yuji,Tsuda, Kazuichi
, p. 862 - 864 (1989)
Triphenylsulfonium salts work as effective phase transfer catalysts for nucleophilic substitution reactions on alkyl halides (e.g. 1) and addition reaction of dichlorocarbene to cyclohexene (8) under strongly alkaline conditions.
Convenient Synthesis of Organic Sulfides Using Impregnated Reagents
Czech, Bronislaw,Quici, Silvio,Regen, Steven L.
, p. 113 (1980)
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A General Approach to Deboronative Radical Chain Reactions with Pinacol Alkylboronic Esters
André-Joyaux, Emy,Kuzovlev, Andrey,Renaud, Philippe,Tappin, Nicholas D. C.
, p. 13859 - 13864 (2020/06/10)
The generation of carbon-centered radicals from air-sensitive organoboron compounds through nucleohomolytic substitution at boron is a general method to generate non-functionalized and functionalized radicals. Due to their reduced Lewis acidity, alkylboronic pinacol esters are not suitable substrates. We report their in situ conversion into alkylboronic catechol esters by boron-transesterification with a substoichiometric amount of catechol methyl borate combined with an array of radical chain processes. This simple one-pot radical-chain deboronative method enables the conversion of pinacol boronic esters into iodides, bromides, chlorides, and thioethers. The process is also suitable the formation of nitriles and allylated compounds through C?C bond formation using sulfonyl radical traps. The power of combining radical and classical boron chemistry is illustrated with a modular 5-membered ring formation using a combination of three-component coupling and protodeboronative cyclization.
Facile Thiol–Ene Click Protocol Using Benzil as Sensitizer and White LED as Light Source
Das, Anupam,Thomas, K. R. Justin
supporting information, p. 7214 - 7218 (2020/11/30)
The thiol–ene reaction leading to a series of thioether derivatives by simple metal and oxidant free visible light promoted photosensitized protocol, following anti-Markonikov hydrothiolation of unactivated aryl and alkyl olefins at room temperature is demonstrated. Benzil served as a green photosensitizer in this reaction and white LED lights as a light source. This radical based thiol–ene reaction is operationally simple and tolerates a wide variety of functional groups present in olefins.