875-30-9Relevant articles and documents
A photolabile 'traceless' linker for solid-phase organic synthesis
Horton,Stamp,Routledge
, p. 9181 - 9184 (2000)
A photolabile linker based on a thiohydroxamic acid has been shown to be efficient 'traceless' linker, revealing an aliphatic CH bond on photolysis at 350 nm. Methods for the synthesis, loading and phtolytic cleavage of the linker are described. (C) 2000 Elsevier Science Ltd.
Electrochemical Umpolung C-H Functionalization of Oxindoles
Maulide, Nuno,Pastor, Miryam,Vayer, Marie,Weinstabl, Harald
supporting information, (2022/01/12)
Herein, we present a general electrochemical method to access unsymmetrical 3,3-disubstituted oxindoles by direct C-H functionalization where the oxindole fragment behaves as an electrophile. This Umpolung approach does not rely on stoichiometric oxidants and proceeds under mild, environmentally benign conditions. Importantly, it enables the functionalization of these scaffolds through C-O, and by extension to C-C or even C-N bond formation.
Solid-State Radical C?H Trifluoromethylation Reactions Using Ball Milling and Piezoelectric Materials
Ito, Hajime,Kubota, Koji,Lee, Joo Won,Pang, Yadong
supporting information, p. 22570 - 22576 (2020/10/21)
The application of piezoelectricity for the generation of trifluoromethyl (CF3) radicals is reported together with the development of a method for the mechanochemical C?H trifluoromethylation of aromatic compounds. As compared to conventional solution-based approaches, this mechanoredox C?H trifluoromethylation enables cleaner and more sustainable access to a wide range of trifluoromethylated N-heterocycles and peptides, which are important structural motifs in modern drug discovery. This study thus represents an important milestone for future applications of mechanoredox systems to medicinal and pharmaceutical science.
