Abstract
N-Aryl-1,4-benzoquinone imines reacted with sodium arenesulfinates to give products of orbital-controlled nucleophilic 1,4- and 6,3-addition.
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Burmistrov, K.S. and Yurchenko, A.G., Zh. Org. Khim., 1994, vol. 30, p. 744.
Burmistrov, K.S., Toropin, N.V., Vakulenko, A.V., Yurchenko, A.G., and Markov, V.I., Vopr. Khim. Khim. Tekhnol., 2000, no. 2, p. 30.
Toropin, N.V. and Burmistrov, K.S., Zh. Org. Khim., 1983, vol. 19, p. 1546.
Burmistrov, K.S. and Yurchenko, A.G., Zh. Org. Khim., 1985, vol. 21, p. 575.
Burmistrov, S.I., Toropin, N.V., and Burmistrov, K.S., Vopr. Khim. Khim. Tekhnol., 1980, no. 61, p. 36.
Burmistrov, S.I. and Toropin, N.V., Zh. Org. Khim., 1985, vol. 21, p. 1544.
Burmistrov, K.S., Doctoral (Chem.) Dissertation, Dnepropetrovsk, 1990.
Konovalova, S.A., Avdeenko, A.P., Vasil’eva, V.M., and Yusina, A.L., Russ. J. Org. Chem., 2014, vol. 50, p. 1422.
Sheldrick, G.M., SHELXTL PLUS. PC Version. A system of Computer Programs for the Determination of Crystal Structure from X-Ray Diffraction Data. Rev.5.1, 1998.
Granovsky, A.A., Firefly version 7.1.G. http://classic.chem.msu.su/gran/firefly/index.html
Schmidt, M.W., Baldridge, K.K., Boatz, J.A., Elbert, S.T., Gordon, M.S., Jensen, J.J., Koseki, S., Matsunaga, N., Nguyen, K.A., Su, S., Windus, T.L., Dupuis, M., and Montgomery, J.A., Jr., J. Comput. Chem., 1993, vol. 14, p. 1347.
Burmistrov, K.S. and Burmistrov, S.I., Ukr. Khim. Zh., 1978, vol. 44, p. 832.
Pirozhenko, V.V., Burmistrov, K.S., Belov, V.V., and Nichvoloda, V.N., Ukr. Khim. Zh., 1992, vol. 58, p. 68.
Whitmore, F.C. and Hamilton, F.H., Org. Synth., 1922, vol. 2, p. 89.
Titov, E.A. and Avdeenko, A.P., Zh. Org. Khim., 1972, vol. 8, p. 616.
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Original Russian Text © S.A. Konovalova, A.P. Avdeenko, A.A. Santalova, V.V. D’yakonenko, G.V. Palamarchuk, O.V. Shishkin, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 12, pp. 1776–1781.
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Konovalova, S.A., Avdeenko, A.P., Santalova, A.A. et al. Reaction of N-aryl-1,4-benzoquinone imines with sodium arenesulfinates. Russ J Org Chem 50, 1757–1762 (2014). https://doi.org/10.1134/S1070428014120070
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DOI: https://doi.org/10.1134/S1070428014120070