881997-92-8Relevant articles and documents
Facile synthetic method for diverse polyfunctionalized imidazoles by means of pd-catalyzed C-H bond arylation of N -methyl-4,5-dibromoimidazole
Yamauchi, Takayuki,Shibahara, Fumitoshi,Murai, Toshiaki
, p. 7185 - 7192 (2014/08/18)
C-H bond-selective arylation reaction of 4,5-dibromoimidazole with aryl iodides, catalyzed by the palladium-1,10-phenanthroline complex [Pd(phen) 2](PF6)2, has been developed. The process tolerates the presence of a variety of functional groups on the aryl halide substrates. The products formed in these reactions were transformed to a variety of polyfunctionalized imidazoles by taking advantage of selective reactions of remaining C-Br bonds.
Aminobenzoannulated hetero- and carbocycles from 2-azahepta-2,4-dien-6- ynyllithium compounds: Scope and limitation of a novel benzoannulation reaction
Lyaskovskyy, Volodymyr,Froehlich, Roland,Wuerthwein, Ernst-Ulrich
, p. 2135 - 2144 (2008/03/28)
Deprotonation of the N-benzylhetarylmethanimines 9, 12, 15, and 18 at -78°C with subsequent warming to room temperature over 16 hours and treatment with electrophiles furnished polysubstituted aminobenzoannulated heterocycles 19-25 in good to excellent yields. In a similar fashion, the deprotonation of the N-allyl-2-(alk-1-ynyl)phenylmethanimines 26 and 27 led to 2-vinylnaphthalen-1-amines 28 and 29, respectively, in moderate yields. The reaction of N-[(trimethylsilyl)methyl]imine 31 afforded naphthalen-1-amine 33, unsubstituted at the ortho position after removal of the trimethylsilyl group. The deprotonation of imine 34, bearing a trimethylsilyl group on the C≡C bond, gave none of expected amines, but the substituted imine 35, whose structure was identified using 2D NMR spectroscopy. Georg Thieme Verlag Stuttgart.