Synthesis of aryl fluorides on a solid support and in solution by utilizing a fluorinated solvent
(Figure Presented) F for fast: The perfluorinated solvent C 6F14 is the key to a new variant of the BalzSchiemann reaction for the synthesis of fluorinated arenes. Triazenes are converted into fluoroarenes under mild con-ditions on a support and in solution (see scheme). The method is straightforward and inexpensive, and yields previously difficult-to-prepare fluoroarenes in high purity.
Doebele, Marion,Vanderheiden, Sylvia,Jung, Nicole,Braese, Stefan
supporting information; experimental part
p. 5986 - 5988
(2010/10/01)
New practical synthesis of indazoles via condensation of o-fluorobenzaldehydes and their O-methyloximes with hydrazine
The reaction of o-fluorobenzaldehydes and their O-methyloximes with hydrazine has been developed as a new practical synthesis of indazoles. Utilization of the methyloxime derivatives of benzaldehydes (in the form of the major E-isomers) in this condensation effectively eliminated a competitive Wolf-Kishner reduction to fluorotoluenes, which was observed in the direct preparations of indazoles from aldehydes. Reaction of Z-isomers of methyloximes with hydrazine resulted in the formation of 3-aminoindazoles via a benzonitrile intermediate.
Lukin, Kirill,Hsu, Margaret C.,Fernando, Dilinie,Leanna, M. Robert
p. 8166 - 8172
(2007/10/03)
Dehalogenation of organic halides by flash vacuum pyrolysis over magnesium: A versatile synthetic method
Flash vacuum pyrolysis over magnesium at 600°C results in efficient dehalogenation of a variety of organic halides and provides a preparatively useful method for C-C bond formation and other reactions.
Aitken, R. Alan,Hodgson, Philip K. G.,Oyewale, Adebayo O.,Morrison, John J.