We report a
one-pot three-component synthesis of
N-arylmethyl-4-(7-cyclohepta-1,3,5-trienyl)anilines by using various aromatic
imines, tropylium tetrafluoroborate, and sodium tetrahydroborate in the
presence of imidazole as activator.
References
[1]
L. P. Yunnikova, T. A. Akentieva, T. V. Makhova and G. A. Aleksandrova, “4-(7-Cyclohepta-1,3,5-trienyl)aniline and Derivatives Featured by Antimycobacterial Action,” Butlerov Communications, Vol. 32, No. 10, 2012, pp. 22-26.
[2]
L. P. Yunnikova, T. A. Akentieva, T. V. Makhova and G. A. Aleksandrova, “Synthesis and Antimicrobial Activity of Amines and Imines with a Cycloheptatriene Fragment,” Pharmaceutical Chemistry Journal, Vol. 46, No. 12, 2012, pp. 106-108.
[3]
K. Sanechika, S. Kajigaeshi and S. Kanemasa, “Azafulvenes; 51. A. Facile Synthesis of 8-Azaheptafulvenes,” Synthesis, Vol. 3, 1977, pp. 202-204.
doi:10.1055/s-1977-24325
[4]
J. J. Looker, “Alkylation of N,N-Dialkylarylamines with Tropylium Fiuoroborate,” Journal of Organical Chemistry, Vol. 30, No. 12, 1965, pp. 4180-4183.
doi:10.1021/jo01023a046
[5]
L. P. Yunnikova and T. A. Akentieva, “Synthesis of NArylmethyl-4-(1-cyclohepta-2,4,6-trienyl)anilines,” Natural and Technical Sciences, Vol. 6, No. 50, 2010, pp. 86-90.
[6]
S. A. Kirlan, E. A. Kantor, A. S. Dimoglo and M. K. Vovdenko, “Regularities of the ‘structure-action-toxicity’ Link,” Bashkirian Chemical Journal, Vol. 18, No. 2, 2011, pp. 30-34.
[7]
K. Takahashi, S. Takenaka and T. Nozoe, “Cyclic CrossConjugated Hydrocarbons Having Inserted p-Quinoid Ring-I,” Tetrahedron, Vol. 30, 1974, pp. 2191-2195.
doi:10.1016/S0040-4020(01)97357-0
