60023-26-9Relevant academic research and scientific papers
Photoinduced radical hydroperfluoroalkylation and the synthesis of fluorinated amino acids and peptides
Yajima, Tomoko,Yamaguchi, Kanako,Hirokane, Rie,Nogami, Emiko
, p. 1 - 7 (2013/06/05)
The photoinduced radical hydroperfluoroalkylation of unsaturated carboxylic acids using TTMSS as a H-donor was successfully developed. The stereoselective reaction using Oppolzer's camphorsultum was also achieved to give high stereoselectivity. The reaction was also effective for N-phthalimide- dehydroamino acid and the product was easily converted to the corresponding amino acid and a peptide derivative.
Cobaloxime-Catalyzed Hydroperfluoroalkylation of Electron-Deficient Alkenes with Perfluoroalkyl Halides: Reaction and Mechanism
Hu, Chan-Ming,Qiu, Yao-Ling
, p. 3339 - 3342 (2007/10/02)
Direct hydroperfluoralkylation of electron-deficient alkenes - ethyl acrylates 4, 7, and 8, acrylonitrile (5), and methyl vinyl ketone (6) - with perfluoroalkyl halides RfX (1, X = I; 2, X = Br) in the presence of cobaloxime(III) (3) and zinc gives 1:1 hydroperfluoroalkylation adducts in good yields.This reaction provides a convenient synthesis of β-(perfluoroalkyl)carboxylic esters 9, 12, and 13, nitriles 10, and ketones 11.Details of the reaction including effect of solvent, temperature, and ratio of reagents were examined.The reaction is proposed to proceed via a radical mechanism initiated by low-valent cobalt.
