Abstract
Bromination of ammonium salts containing two propargyl groups afforded bromine-substituted derivatives of pyrrolinium salts. The reactions of piperidinium and morpholinium analogs resulted in spirocyclic ammonium salts.
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Catano, B., Lee, J., Kim, C., Farrell, D., Petersen, J.L., and Xing, Y., Tetrahedron Lett., 2015, vol. 56, no. 27, p. 4124. doi 10.1016/j.tetlet/2015.05.039
Gyulnazaryan, A.Kh., Khachatryan, N.G., Sahakyan, T.A., Kinoyan, F.S., Panosyan, G.A., and Babayan, A.T., Zh. Org. Khim. 1988, vol. 24, no. 3, p. 504.
Gyulnazaryan, A.Kh., Sahakyan, T.A., Kocharyan, S.T., and Panosyan, G.A., Zh. Obshch. Khim., 1999, vol. 69, no. 12, p. 2030.
Saakyan, T.A., Gyul’nazaryan, A.K., and Kocharyan, S.T., Russ. J. Gen. Chem., 2001, vol. 71, no. 8, p. 1165. doi 10.1023/A:1013292105300
Sahakyan, T.A., Gyulnazaryan, A.Kh., and Markaryan, N.O., Russ. J. Gen. Chem., 2007, vol. 77, no. 9, p. 519. doi 10.1134S/10703632207090071
Ovakimyan, S.A., Babakhanyan, A.V., Manukyan, M.O., Sahakyan, T.A., Gyulnazaryan, A.Kh., and Babayan, Zh.R., Khim. Zh. Arm., 2008, vol. 61, no. 1, p. 91.
Gyulnazaryan, A.Kh., Sahakyan, T.A., and Manukyan, M.O., Nekotorye uspekhi organicheskoi i farmatsevticheskoi khimii (Some Successes of Organic and Oharmaceutical Chemistry), Yerevan: NTTs OFKh NAN RA, 2012, p. 111.
Sahakyan, T.A., Gyulnazaryan, A.Kh., and Manukyan, M.O., Russ. J. Gen. Chem., 2013, vol. 83, no. 10, p. 1952. doi 1134/S1070363213100265
Saakyan, T.A., Gyul’nazaryan, A.K., Markaryan, N.O., Kocharyan, S.T., Panosyan, G.A., and Karapetyan, A.A., Russ. J. Gen. Chem., 2005, vol. 75, no. 5, p. 724. doi 10.1007/s11176-005-0307-x
Sverdlova, O.V., Elektronnye spektry v organicheskoi khimii (Electronic Spectra in Organic Chemistry), Leningrad: Khimiya, 1973.
Gyulnazaryan, A.Kh., Sahakyan, T.A., Sargsyan, G.T., Grigoryan, J.V., Muradyan, G.M., Panosyan, G.A., Tamazyan, R.A., Ayvazyan, A.G., and Petrosyan, A.M., Russ. J. Gen. Chem., 2016, vol. 86, no. 5, p. 1017. doi 10.1134/S1070363216050054
North, A.C.T., Phillips, D.C., and Mathews, F.S., Acta Crystallogr. (A), 1968, vol. 24, p. 351. doi 10.1107/S0567739468000707
Sheldrick, G.M., Acta Crystallogr. (A), 2015, vol. 71, p. 3. doi 10.1107/S2053229614024218
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Original Russian Text © A.Kh. Gyulnazaryan, T.A. Sahakyan, R.A. Tamazyan, A.G. Ayvazyan, G.A. Panosyan, A.B. Yeremyan, 2017, published in Zhurnal Obshchei Khimii, 2017, Vol. 87, No. 10, pp. 1622–1626.
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Gyulnazaryan, A.K., Sahakyan, T.A., Tamazyan, R.A. et al. Formation of pyrrolinium derivatives in the bromination reaction of N,N-dipropargyl ammonium salts. Russ J Gen Chem 87, 2282–2286 (2017). https://doi.org/10.1134/S1070363217100061
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DOI: https://doi.org/10.1134/S1070363217100061