Abstract
2-Allylsulfanylpyrido[3,4-d]pyrimidin-4(3H)-one reacted with arylsulfanyl chlorides in chloroform to give addition products to the exocyclic double bond, which were converted into linearly fused arylsulfanylthiazinopyridopyrimidines by the action of sodium acetate. The reactions of 2-allyl(cinnamyl, propargyl)sulfanylpyrido[3,4-d]pyrimidin-4(3H)-ones with arylsulfanyl chlorides in the presence of an equimolar amount of lithium perchlorate afforded angularly fused arylsulfanylmethylthiazolo- and -thiazinopyridopyrimidines.
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Dyachenko, I.V., Vas’kevich, R.I., and Vovk, M.V., Russ. J. Org. Chem., 2014, vol. 50, p. 263.
Vas’kevich, A.I., Staninets, V.I., and Vovk, V.M., Zh. Org. Farm. Khim., 2012, vol. 10, p. 26.
Vas’kevich, A.I. and Staninets, V.I., Ukr. Khim. Zh., 2006, vol. 72, nos. 11–12, p. 37.
Vas’kevich, A.I. and Staninets, V.I., Ukr. Khim. Zh., 2006, vol. 72, nos. 3–4, p. 44.
Vas’kevich, A.I., Vas’kevich, R.I., Staninets, V.I., But, S.A., and Chernega, A.N., Russ. J. Org. Chem., 2007, vol. 43, p. 1526.
Vas’kevich, A.I., Bentya, A.V., and Staninets, V.I., Russ. J. Org. Chem., 2009, vol. 45, p. 1847.
Zefirov, N.S., Smit, V.A., Bodrikov, I.V., and Krimer, M.Z., Dokl. Akad. Nauk SSSR, 1978, vol. 240, p. 858.
Krimer, M.Z., Smit, V.A., and Shamshurin, A.A., Dokl. Akad. Nauk SSSR, 1973, vol. 208, p. 864.
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Original Russian Text © I.V. Dyachenko, A.I. Vas’kevich, R.I. Vas’kevich, M.V. Vovk, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 6, pp. 874–879.
For communication XIII, see [1].
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Dyachenko, I.V., Vas’kevich, A.I., Vas’kevich, R.I. et al. Fused pyrimidine systems: XIV. Reaction of 2-alkenyl(alkynyl)sulfanylpyrido[3,4-d]pyrimidin-4(3H)-ones with arylsulfanyl chlorides. Russ J Org Chem 50, 858–863 (2014). https://doi.org/10.1134/S1070428014060189
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DOI: https://doi.org/10.1134/S1070428014060189