59223-70-0Relevant articles and documents
Direct Oxidation of Csp3?H bonds using in Situ Generated Trifluoromethylated Dioxirane in Flow
Lesieur, Mathieu,Battilocchio, Claudio,Labes, Ricardo,Jacq, Jér?me,Genicot, Christophe,Ley, Steven V.,Pasau, Patrick
supporting information, p. 1203 - 1207 (2019/01/04)
A fast, scalable, and safer Csp3?H oxidation of activated and un-activated aliphatic chains can be enabled by methyl(trifluoromethyl)dioxirane (TFDO). The continuous flow platform allows the in situ generation of TFDO gas and its rapid reactivity toward tertiary and benzylic Csp3?H bonds. The process exhibits a broad scope and good functional group compatibility (28 examples, 8–99 %). The scalability of this methodology is demonstrated on 2.5 g scale oxidation of adamantane.
Photochemically induced radical transformation of C(sp3)-H bonds to C(sp3)-CN bonds
Kamijo, Shin,Hoshikawa, Tamaki,Inoue, Masayuki
supporting information; experimental part, p. 5928 - 5931 (2011/12/21)
A general protocol for direct transformation of unreactive C(sp 3)-H bonds to C(sp3)-CN bonds has been developed. The C-H activation was effected by photoexcited benzophenone, and the generated carbon radical was subsequently trapped with tosyl cyanide to afford the corresponding nitrile in a highly efficient manner. The present methodology is widely applicable to versatile starting materials and, thus, serves as a powerful tool for selective one-carbon elongation for construction of architecturally complex molecules.
Fluorination of Adamantane Derivatives with Oxygen Difluoride
Bolte, Gerd,Haas, Alois
, p. 1982 - 1986 (2007/10/02)
Fluorination of adamantane and adamantane derivatives 1 with OF2 in the absence of an HF-trap gives fluoroadamantanes 2 and adamantanols 3 in varying amounts.Increasing yields of 2 are obtained in the presence of Na2CO3 as an HF-trap.In addition, the fluorooxahomoadamantanes 4b and e are formed in this reaction.The fluorination of adamantanone (5) with OF2 leads to analogous products.
