Abstract
The synthesis of 2-phenylindole N-derivatives was accomplished. The synthesis included the catalytic coupling of o-iodoaniline with phenylacetylene leading to 2-aminotolan, the preparation of the derivative of the last at the nitrogen atom, and its catalytic cyclization to the corresponding indole.
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References
N. A. Bumagin, Izv. Akad. Nauk Ser. Khim., No. 9, 2148 (1996).
K. Kundu, L. H. Xu, and H. Okumoto, Synlett., No. 6, 515 (1992).
K. Kundu and M. Pal, J. Chem. Soc. Chem. Commun., No. 1, 86 (1993).
H.-Y. Liao and C.-H. Cheng, J. Org. Chem.,60, 3711 (1995).
A. Arcadi, A. Cacchi, and F. Marinelli, Tetrahedron Lett.,30, 1581 (1988).
D. E. Rudisil and J. K. Stille, J. Org. Chem.,54, 5856 (1989).
K. Iritani, S. Matsubara, and K. Utimoto, Tetrahedron Lett.,29, 1799 (1988).
T. Sakamoto, Y. Kondo, S. Iwashita, T. Nagano, and H. Yamanaka, Chem. Pharm. Bull.,36, 1305 (1988).
K. Utimoto, Pure Appl. Chem.,55, 1845 (1983).
M. B. Winstead and H. W. Heine, J. Am. Chem. Soc.,77, 1913 (1955).
Beilstein's Handbuch der Organische Chemie,12, III, 3334.
J. M. Appleton, B. D. Andrews, I. D. Rae, and B. F. Reichert, Austral. J. Chem.,23, 1667 (1970).
C. Castro, R. Halvin, V. K. Honwad, A. Malte, and S. Moje, J. Am. Chem. Soc.,91, 6464 (1969).
T. Itahara, J. Org. Chem.,50, 5272 (1985).
A. I. Roshchin, S. M. Kel'chevski, and N. A. Bumagin, J. Organomet. Chem., in press.
Additional information
M. V. Lomonosov Moscow State University, Moscow 119899, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 194–198, February, 1999.
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Roshchin, A.I., Bumagin, N.A. Synthesis of 2-phenylindole N-derivatives under conditions of catalysis by palladium complexes. Chem Heterocycl Compd 35, 171–175 (1999). https://doi.org/10.1007/BF02251704
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DOI: https://doi.org/10.1007/BF02251704