16650-32-1Relevant articles and documents
Regioselective electrolytic 5,8-difluorination of quinolines
Spurlin, Sean,Blocker, Mark,LoBue, James,Wu, Ji,Padgett, Clifford,Shaikh, Abid
, (2020)
Electrochemical anodic oxidation method for the incorporation of fluorine atom into quinoline ring is described. Our method involves a regioselective 5,8-difluorination of quinolines using HF:pyridine as a reagent/supporting electrolyte in an undivided electrochemical cell equipped with platinum anode and cathode. Various quinoline derivatives were subjected to electrolytic fluorination at room temperature to obtain moderate to good yields in short reaction time.
Selective direct fluorination of quinoline derivatives
Chambers, Richard D,Holling, Darren,Sandford, Graham,Puschmann, Horst,Howard, Judith A.K
, p. 99 - 101 (2002)
Direct fluorination of various quinoline derivatives in acidic reaction media gives fluorinated quinoline products arising from selective, efficient electrophilic substitution processes.
Elemental fluorine Part 15. Selective direct fluorination of quinoline derivatives
Chambers, Richard D.,Holling, Darren,Sandford, Graham,Batsanov, Andrei S.,Howard, Judith A.K.
, p. 661 - 671 (2007/10/03)
Direct fluorination of various quinoline derivatives in acidic reaction media gives fluorinated quinoline products arising from electrophilic substitution processes.
Dual stimulatory and inhibitory effects of fluorine-substitution on mutagenicity: An extension of the enamine epoxide theory for activation of the quinoline nucleus
Saeki, Ken-Ichi,Kawai, Hiroshi,Kawazoe, Yutaka,Hakura, Atsushi
, p. 646 - 650 (2007/10/03)
Nineteen mono- and di-fluorinated derivatives of quinoline, 1,7- phenanthroline, 1,10-phenanthroline, benzo-[h]quinoline, and benzo[f]quinoline were subjected to analysis of their structure-mutagenicity relationships. For this purpose, six new fluorinated derivatives were synthesized. The results support that the enamine epoxide structure of the pyridine moiety, as well as the bay-region epoxide structure, is responsible for mutagenicity. Formation of K-region epoxides might involve a detoxification process rather than mutagenic activation.