41010-07-5Relevant articles and documents
C(sp3)-H bond functionalization with styrenesviahydrogen-atom transfer to an aqueous hydroxyl radical under photocatalysis
Mori, Shogo,Saito, Susumu
supporting information, p. 3575 - 3580 (2021/06/06)
The redox-neutral addition of α-C-H bonds of acetonitrile and acetone to styrenes was enabledviathe hydrogen-atom transfer from relatively acidic and water-miscible C(sp3)-H bonds to an aqueous hydroxyl radical generated cleanly and iteratively
Low-Valent Titanium-Mediated Radical Conjugate Addition Using Benzyl Alcohols as Benzyl Radical Sources
Suga, Takuya,Shimazu, Shoma,Ukaji, Yutaka
supporting information, p. 5389 - 5392 (2018/09/12)
A concise method to directly generate benzyl radicals from benzyl alcohol derivatives has been developed. The simple and inexpensive combination of TiCl4(collidine) (collidine = 2,4,6-collidine) and manganese powder afforded a low-valent titanium reagent, which facilitated homolytic cleavage of benzylic C-OH bonds. The application to radical conjugate addition reactions demonstrated the broad scope of this method. The reaction of various benzyl alcohol derivatives with electron-deficient alkenes furnished the corresponding radical adducts.
CYANOETHYLATION OF HYDROCARBONS, INITIATED BY AUTOOXIDATION
Galust'yan, G. G.
, p. 811 - 815 (2007/10/02)
Oxygen was used as an initiator of the free-radical cyanoethylation of alkylbenzenes (toluene, o-, m-, and p-xylenes, mesitylene, ethylbenzene, p-cymene) and tetralin (0.25-0.66 liter of oxygen to 1 liter of the hydrocarbon) The reactions were carried out in an autoclave at 150-350 deg C with a carbon-acrylonitrile ratio of 100:1.The initiation evidently results mainly from homolytic dissociation of the hydroperoxide formed during the autooxidation of the hydrocarbons.The effectiveness of oxygen for the initiation of the cyanoethylation of hydrocarbons depends on the oxidizability of the hydrocarbons.