Abstract
Stereoselective reaction of tetramethyl ethynyldiphosphonate with diethyl 2-amidomalonates yielded Z-vinyldiphosphonates, namely Z-2-[1,2-bis(dimethoxyphosphoryl)-2-alkyl(aryl)amidovinyl]malonic acid diethyl esters. A possibility of cyclization of the amidomalonate fragment of the obtained alkenes with the formation of an oxazole-substituted Z-vinyldiphosphonate was shown.
References
Shekhade, A., Didkovskii, N.G., Dogadina, A.V., and Ionin, B.I., Russ. J. Gen. Chem., 2004, vol. 74, no. 10, p. 1627. doi 10.1007/s11176-005-0071-y
Shekhade, A., Didkovskii, N.G., Dogadina, A.V., and Ionin, B.I., Russ. J. Gen. Chem., 2005, vol. 75, no. 1, p. 9. doi 10.1007/s11176-005-0163-8
Didkovskii, N.G., Petryanina, A.I., Dogadina, A.V., and Ionin, B.I., Russ. J. Gen. Chem., 2006, vol. 76, no. 9, p. 1516. doi 10.1134/S1070363206090271
Khramchikhin, V.A., Dogadina, A.V., Khramchikhin, A.V., and Ionin, B.I., Russ. J. Gen. Chem., 2012, vol. 82, no. 4, p. 776. doi 10.1134/S1070363212040299
Sano, S., Shimizu, H., Kim, K., Lee Woo Song, Shiro, M., and Nagao, Y., Chem. Pharm. Bull., 2006, vol. 54, no. 2, p.196.
Nagao, Y., Kim, K., Sano, S., Kakegawa, H., Lee Woo Song, Shimizu, H., Shiro, M., and Katunuma, N., Tetrahedron Lett., 1996, vol. 37, no. 6, p. 861. doi 10.1016/0040-4039(95)02284
Caille, F., Buron, F., Toth, E., and Suzenet, F., Eur. J. Org. Chem., 2011, no. 11, p. 2120. doi 10.1002/ejoc.201001691
Kober, R. and Steglich, W., Lieb. Ann. Chem., 1983, no. 4, p. 599. doi 10.1002/jlac.198319830409
Author information
Authors and Affiliations
Corresponding author
Additional information
Dedicated to the 115th anniversary of B.A. Arbuzov’s birth
Original Russian Text © D.M. Egorov, A.A. Petrosyan, Yu.L. Piterskaya, N.I. Svintsitskaya, A.V. Dogadina, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 11, pp. 1911–1914.
Rights and permissions
About this article
Cite this article
Egorov, D.M., Petrosyan, A.A., Piterskaya, Y.L. et al. Reaction of Tetramethyl Ethynyldiphosphonate with Diethyl 2-Amidomalonates. Russ J Gen Chem 88, 2435–2437 (2018). https://doi.org/10.1134/S1070363218110294
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363218110294