10304-79-7Relevant articles and documents
Photoredox Polyfluoroarylation of Alkyl Halides via Halogen Atom Transfer
Blackburn, Bryan G.,Cooke, Maria Victoria,Laulhé, Sébastien,Niu, Ben,Sachidanandan, Krishnakumar
supporting information, p. 916 - 920 (2022/02/07)
Polyfluoroarene moieties are of interest in medicinal chemistry, agrochemicals, and material sciences. Herein, we present the first polyfluoroarylation of unactivated alkyl halides via a halogen atom transfer process. This method converts primary, secondary, and tertiary alkyl halides into the respective polyfluoroaryl compounds in good yields in the presence of amide, carbamate, ester, aromatic, and sulfonamide moieties, including derivatives of complex bioactive molecules. Mechanistic work revealed that this transformation proceeds through an alkyl radical generated after the halogen atom transfer.
Interactions of C?F Bonds with Hydridoboranes: Reduction, Borylation and Friedel–Crafts Alkylation
Bamford, Karlee L.,Chitnis, Saurabh S.,Qu, Zheng-wang,Stephan, Douglas W.
supporting information, p. 16014 - 16018 (2018/10/15)
The stoichiometric reactions of the alkylfluorides 1-fluoroadamantane (Ad-F), fluorocyclohexane (Cy-F), 1-fluoropentane (Pent-F) and benzyl fluorides with secondary boranes pinacolborane (HBpin), catecholborane (HBcat), 9-borabicyclo(3.3.1)nonane (9-BBN)
Photosubstitution reactions on aromatic and heteroaromatic rings evidence for addition and substitution mechanism
Sket, Boris,Zupan, Marko,Zupancic, Natasa,Pahor, Barbara
, p. 5029 - 5042 (2007/10/02)
Irradiation of a cyclohexane solution of hexafluorobenzene in the presence of benzophenone resulted in both, substitution and addition products. Similar photoreaction has been observed by irradiation of hexafluorobenzene in some alcohols in the presence of benzophenone. The reaction of pentafluorobenzene with methanol or cyclohexane resulted in the substitution of a 2-or 4-fluoro atom, while the reaction of pentafluoroanisole resulted in the formation of o-, m- and p-isomers. Irradiation of a cyclohexane solution or of an alcohol solution of octafluoronaphthalene yielded 1- and 2-substituted products. On the other hand, the photosubstitution of fluorine atom in pentafluoropyridine took place exclusively at the position four, thus forming 4-cyclohexyl or 4-(1-hydroxyalkyl) substituted products.