Abstract
The reaction of 4,5-dimethyl-1,2-phenylenediamine (1) with phthalaldehyde (2) in the presence of NiII complexes afforded 4,5-dimethyldiisoindolo[2,1-a:1,2-c]quinoxaline-1,8-dione (3), whose structure was established by X-ray diffraction analysis.
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References
J. March, Advanced Organic Chemistry. Reactions, Mechanisms, and Structure, 4th Ed., Wiley and Sons, New York, 1992, 897 pp., p. 154.
T. Forlani and E. Marianucci, J. Chem. Res. (S), 1984, 126.
T. Laue and A. Plagens, Named Organic Reactions, Wiley and Sons, Chichester, 1999, p. 26.
I. L. Eremenko, A. E. Malkov, A. A. Sidorov, G. G. Aleksandrov, and I. I. Moiseev, Mendeleev Commun., 2003, 10.
I. L. Eremenko, M. A. Golubnichaya, S. E. Nefedov, A. A. Sidorov, I. F. Golovaneva, V. I. Burkov, O. G. Ellert, V. M. Novotortsev, L. T. Eremenko, A. Sousa, and M. R. Bermejo, Izv. Akad. Nauk, Ser. Khim., 1998, 725 [Russ. Chem. Bull., 1998, 47, 704 (Engl. Transl.)].
H. A. Frank, O. Kennard, D. G. Watson, L. Brammer, A. G. Orpen, and R. Taylor, J. Chem. Soc., Perkin Trans. 2, 1987, S1.
A. Yu. Chernyad´ev, Yu. A. Ustynyuk, G. G. Aleksandrov, A. A. Sidorov, V. M. Novotortsev, V. N. Ikorskii, S. E. Nefedov, I. L. Eremenko, and I. I. Moiseev, Izv. Akad. Nauk, Ser. Khim., 2001, 1271 [Russ. Chem. Bull., Int. Ed., 2001, 50, 1336].
A. Yu. Chernyad´ev, Yu. A. Ustynyuk, O. V. Yazev, E. A. Kataev, M. D. Reshetova, A. A. Sidorov, G. G. Aleksandrov, V. M. Novotortsev, V. N. Ikorskii, S. E. Nefedov, I. L. Eremenko, and I. I. Moiseev, Izv. Akad. Nauk, Ser. Khim., 2001, 2334 [Russ. Chem. Bull., Int. Ed., 2001, 50, 2445].
SMART (Control) and SAINT (Integration) Software, Version 5.0, Bruker AXS Inc., Madison (WI), 1997.
G. M. Sheldrick, SHELX97, Program for the Solution of Crystal Structures, Göttingen University, Göttingen (Germany), 1997.
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Malkov, A.E., Sidorov, A.A., Aleksandrov, G.G. et al. Unusual condensation of 4,5-dimethyl-1,2-phenylenediamine with phthalaldehyde in the presence of NiII complexes giving rise to 4,5-dimethyldiisoindolo[2,1-a:1,2-c]quinoxaline-1,8-dione. Russian Chemical Bulletin 52, 710–711 (2003). https://doi.org/10.1023/A:1023927327298
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DOI: https://doi.org/10.1023/A:1023927327298