111269-69-3Relevant articles and documents
A facile synthesis of fluorine-containing heterocycles - Use of 1,1,1-trifluoro-2-alkanones as a convenient synthetic intermediate
Kamitori
, p. 773 - 776 (2001)
1,1,1-Trifluoro-2,3-alkanediones 2 easily obtainable from various aldehyde dialkylhydrazones were reacted with several diamines to afford trifluoromethylquinoxalines 3 and trifluoromethylpyrazines 4 in good yields. With the use of aldehydes and aqueous ammonia instead of diamines, diketones 2 were successfully converted to the corresponding 4-trifluoromethylimidazoles 5 in satisfactory yields.
Electrophilic Substitution at Azomethine Carbon Atoms. Reaction of Aromatic Aldehyde Hydrazones with Trifluoroacetic Anhydride
Kamitori, Yasuhiro,Hojo, Masaru,Masuda, Ryoichi,Fujitani, Toshihiko,Ohara, Seiji,Yokoyama, Tetsuya
, p. 129 - 135 (2007/10/02)
Reaction of dimethylhydrazones of aromatic aldehydes with trifluoroacetic anhydride at room temperature affords high yields of products bearing trifluoroacetyl groups.These electrophilic substitution reactions generally occur on the azomethine carbon, although competitive N-acylation is observed in highly electron-rich systems.Use of diisopropylhydrazones suppressed this N-acylation completely, leading to high yields of C-acylated products.The trifluoroacetyl hydrazones can be cyclized thermally to imidazole and oxadiazine derivatives and can be converted into 1-trifluoromethyl 1,2-diketones by acid hydrolysis.