16237-62-0Relevant articles and documents
OXYGEN-INITIATED FREE-RADICAL CYANOETHYLATION OF TETRAHYDROFURAN
Galust'yan, G. G.,Glukhovtsev, V. G.
, p. 17 - 19 (1984)
Oxygen has been used as an initiator of the free-radical cyanoethylation of tetrahydrofuran by acrylonitrile.It has been shown that the initiation takes place mainly through the decomposition of tetrahydrofuran hydroperoxide, which is formed in an autooxidation of tetrahydrofuran.The initiating activity of tetrahydrofuran hydroperoxide at various temperatures has been studied.Initiation at 130 deg C is the most effective.The initiating activities of tetrahydrofuran hydroperoxide and of tert-butyl hydroperoxide have been compared.
Radical addition of 2-iodoalkanamide or 2-iodoalkanoic acid to alkenes with a water-soluble radical initiator in aqueous media: Facile synthesis of γ-lactones
Yorimitsu,Wakabayashi,Shinokubo,Oshima
, p. 1963 - 1970 (2007/10/03)
Radical reactions in water or aqueous ethanol using a water-soluble radical initiator are described. Heating a mixture of 2-iodoacetamide and 5-hexen-1-ol in water at 75 °C in the presence of a water-soluble radical initiator, 4,4′-azobis 4-cyanopentanoic acid), afforded 5-(4-hydroxybutyl)dihydrofuran-2(3H)-one in 95% yield. The use of 2-iodoacetic acid in place of 2-iodoacetamide also gave the same γ-lactone in 93% yield. The reaction of 2-iodoacetamide with 1-octene in aqueous ethanol was initiated by 2,2′-azobis(2-methylpropanamidine) dihydrochloride to provide γ-decanolactone. Employing water as a solvent is crucial to obtain lactone in satisfactory yield.
