515845-01-9Relevant academic research and scientific papers
Microwave-mediated pyrazole fluorinations using selectfluor
Sloop, Joseph C.,Jackson, James L.,Schmidt, Robert D.
scheme or table, p. 341 - 345 (2010/08/05)
Microwave-mediated electrophilic fluorinations and a new single-pot condensation en route to ring-fluorinated pyrazoles were examined: chemical equation represented The monofluorination by these methods was successful for a variety of pyrazoles, with yields ranging from 13% to 75%. While electrophilic aromatic fluorination of 3-CF3 pyrazoles proved largely ineffective, development ofa single-pot process overcame this limitation. The microwave-mediated reaction is regioselective; ring fluorination of the heterocycle occurs preferentially over phenyl and alkyl substituents. Alkyl side chain fluorination, when desired, can be modulated by reactant ratios. The single-pot method, which involves acid catalysis by H-TEDA, produces 4-fluoropyrazoles products.
Synthesis of fluorinated heterocycles
Sloop, Joseph C.,Bumgardner, Carl L.,Loehle, W. David
, p. 135 - 147 (2007/10/03)
Selected 1,3-diketones having a trifluoromethyl group and/or a fluorine in the 2-position were condensed with aromatic hydrazines, hydroxylamine, urea, thiourea, guanidine, and substituted anilines producing pyrazoles, isoxazoles, pyrimidines, and quinolines, respectively, in yields ranging from 27 to 87%.
