170374-90-0Relevant academic research and scientific papers
Halogenated arenes in the Duff reaction at high pressures 1. The effect of reaction conditions on the reactivity of fluorobenzene
Sedishev, I. P.,Kutin, A. A.,Zhulin, V. M.
, p. 310 - 314 (1995)
The reaction of fluorobenzene with urotropine in trifluoroacetic acid (TFAA) at high pressures and temperatures affords predominantly fluorobenzaldehydes and N-(fluorophenylmethyl)trifluoroacetamides.The yields of these products depend considerably on the reaction conditions.The rates of their formation have the maximum values at the moment of the phase transition (PT) of TFAA.A new efficient cyclic (dynamic) regime is proposed for the synthesis at high pressure.The regime involves periodically occuring PT of the solvent.The change in the relative rate of product formation with the degree og fluorobenzene conversion is wave-like. - Key words: high pressure; transition; cyclic regime; relative rate; Duff reaction; fluorobenzene; fluorobenzaldehydes; N-(fluorophenylmethyl)trifluoroacetamides.
Haloarenes in the Duff reaction under high pressures 2. Formylation and amidomethylation of haloarenes in trifluoroacetic acid
Sedishev, I. P.,Agafonov, N. E.,Kutin, A. A.,Zhulin, V. M.
, p. 2127 - 2130 (2007/10/03)
Reactions of haloarenes with urotropine in CF3COOH at elevated temperatures and high pressures give the corresponding aromatic aldehydes and/or N-(haloarylmethyl)trifluoroacetamides.The yields of the products and their ratio depend on electronic properties of substituents in the aromatic ring.The reaction carried out in a mixture of CF3COOH and (CF3CO)2O affords only amides. - Keywords: haloarenes; Duff reaction; high pressure; haloarenecarbaldehydes; N-(haloarylmethyl)trifluoroacetamides.
