Synthesis approach to functionalized Chromens.pdfVIP

ISSN 1070-3632, Russian Journal of General Chemistry, 2011, Vol. 81, No. 1, pp. 155–157. © Pleiades Publishing, Ltd., 2011. Original Russian Text © E.V. Stukan’, S.V. Makarenko, V.M. Berestovitskaya, 2011, published in Zhurnal Obshchei Khimii, 2011, Vol. 81, No. 1, pp. 157– 159. LETTERS TO THE EDITOR Synthesis Approach to Functionalized Chromens E. V. Stukan’, S. V. Makarenko, and V. M. Berestovitskaya Herzen Russian State Pedagogical University, nab. r. Moyki, 48, St. Petersburg, 191186 Russia e-mail: kohrgpu@yandex.ru Received June 3, 2010 DOI: 10.1134/S1070363211010294 Chromene (benzopyran) ring is a key fragment of We synthesized the functionalized chromenes on some drugs. In particular, it is a part of the molecules the basis of reaction of 1-bromo-1-nitro-3,3,3-tri- of known blood anticoagulants warfarin [1, 2] and chloropropene I with salicylic aldehyde and its neodicoumarinum [3], antitumor drug 8-methoxy- derivatives. The reaction proceeds at 18–20°С in chloro- psoralen, or furocoumarin [1], and it forms also the form or dichloromethane solution in the presence of structure of tocopherols (vitamin E), the natural equimolar amount of triethylamine (method a) to give antioxidants [1]. Synthetic representative of the benzo- a readily separated mixtures of the respective chro- pyran series, cromakalim, shows antihypertensive pro- manols II–V and chromenes VI–IX in 33 and 40% perties [1]; some benzop