Abstract
New 1-(ω-chloroalkyl)isatins were synthesized by alkylation of isatin with α-bromo-ω-chloroalkanes. The reaction of 1-(3-chloropropyl)isatin with tris(diethylamino)phosphine followed the deoxygenation path with selective formation of isoindigo derivative.
References
Singh, G.S. and Desta, Z.Y., Chem. Rev., 2012, vol. 112, p. 6104.
Lashgari, N. and Ziarani, G.M., Arkivoc, 2012, part (i), p. 277.
Bogdanov, A.V., Musin, L.I., and Mironov, V.F., Arkivoc, 2015, part (vi), p. 362.
Feng, L.-Sh., Liu, M.-L., Wang, B., Chai, Y., Hao, X.-Q., Meng, Sh., and Guo, H.-Y., Eur. J. Med. Chem., 2010, vol. 45, p. 3407.
Feng, L.-Sh., Liu, M.-L., Zhang, Sh., Chai, Y., Wang, B., Zhang, Y.-B., Lv, K., Guan, Y., Guo, H.-Y., and Xiao, Ch.-L., Eur. J. Med. Chem., 2011, vol. 46, p. 341.
Sakhuja, R., Panda, S.S., Khanna, L., Khurana, Sh., and Jain, S.C., Bioorg. Med. Chem. Lett., 2011, vol. 21, p. 5465.
Singh, P., Kaur, Sh., Kumar, V., Bedi, P.M.S., Mahajan, M.P., Sehar, I., Pal, H.Ch., and Saxena, A.K., Bioorg. Med. Chem. Lett., 2011, vol. 21, p. 3017.
Singh, P., Sharma, P., Anand, A., Bedi, P.M.S., Kaur, T., Saxena, A.K., and Kumar, V., Eur. J. Med. Chem., 2012, vol. 55, p. 455.
Shibinskaya, M.O., Lyakhov, S.A., Mazepa, A.V., Andronati, S.A., Turov, A.V., Zholobak, N.M., and Spivak, N.Ya., Eur. J. Med. Chem., 2010, vol. 45, p. 1237.
Bogdanov, A.V., Kutuzova, T.A., Krivolapov, D.B., Dobrynin, A.B., and Mironov, V.F., Russ. J. Gen. Chem., 2016, vol. 86, p. 539.
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Original Russian Text © A.V. Bogdanov, T.A. Kuz’micheva, V.F. Mironov, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 4, pp. 618–619.
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Bogdanov, A.V., Kuz’micheva, T.A. & Mironov, V.F. New ω-chloroalkyl-substituted isatins and isoindigo. Russ J Org Chem 53, 626–627 (2017). https://doi.org/10.1134/S1070428017040236
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DOI: https://doi.org/10.1134/S1070428017040236