Abstract
Arenediazonium tetrafluoroborates reacted with 3-chloro-2-methylpropene in the presence of potassium chloride, bromide, and thiocyanate to give the corresponding 1-aryl-3-chloro-2-halo(thiocyanato)-2-methylpropanes. The presence of a copper salt is a necessary condition for the reaction to occur. The yields of the corresponding 1-aryl-3-chloro-2-halo-2-methylpropanes in the Meerwein reaction were approximately twice as low. Introduction of a methyl group to C2 in the 3-chloropropene molecule does not change the reaction regioselectivity.
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Grishchuk, B.D., Gorbovoi, P.M., Zagrichuk, G.Ya., Ganushchak, N.I., and Kudrik, E.Ya., Russ. J. Gen. Chem., 1999, vol. 69, no. 6, p. 1299.
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Original Russian Text © P.M. Gorbovoi, G.N. Tulaidan, B.D. Grishchuk, 2008, published in Zhurnal Obshchei Khimii, 2008, Vol. 78, No. 1, pp. 140–143.
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Gorbovoi, P.M., Tulaidan, G.N. & Grishchuk, B.D. Reactions of arenediazonium tetrafluoroborates with 3-chloro-2-methylpropene in the presence of potassium chloride, bromide, and thiocyanate. Russ J Gen Chem 78, 133–135 (2008). https://doi.org/10.1134/S1070363208010222
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DOI: https://doi.org/10.1134/S1070363208010222