Диссертация (1150398), страница 17
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В результате биологическихтестов было показано, что транс-1,3-диарил-1-трифторметилинданыпредставляютсобойновыйклассэффективныхмодуляторовканнабиноидных рецепторов СВ2.1165.Список литературы1.Uneyama K. Organofluorine Chemistry. Oxford: Wiley-Blackwell, 2006.339 p.2.Hiyama T. Organofluorine Compounds: Chemistry and Applications. ed.Yamamoto H.
Berlin-Heidelberg: Springer-Verlag, 2000. 280 p.3.Olah G.A., Prakash G.K.S., Molnár Á., Sommer J. Superacid Chemistry,Second Edition. 2nd ed. Hoboken: Wiley-Interscience, 2008. 850 p.4.Olah G.A., Klumpp D.A. Superelectrophiles and Their Chemistry.Hoboken: Wiley-Interscience, 2007. 312 p.5.Singh R.P., Cao G., Kirchmeier R.L., Shreeve J.M. Cesium fluoridecatalyzed trifluoromethylation of esters, aldehydes, and ketones with(trifluoromethyl)trimethylsilane // J. Org.
Chem. 1999. Vol. 64, № 8. P. 2873–2876.6.Prakash G.K.S., Mandal M. Nucleophilic trifluoromethylation tamed // J.Fluor. Chem. 2001. Vol. 112. P. 123–131.7.Surya Prakash G. K., Mandal M., Schweizer S., Petasis N. A., Olah G. A.A facile stereocontrolled synthesis of anti--(trifluoromethyl)--aminoalcohols. // Org. Lett. 2000. Vol.
2, № 20. P. 3173–3176.8.Linderman R., Graves D. Oxidation of fluoroalkyl-substituted carbinols bythe Dess-Martin reagent // J. Org. Chem. 1989. Vol. 54, № 12. P. 661–668.9.Arnaud R., Bensadat A., Ghobsi A., Laurent A., Le Drean I., Lesniak S.,Selmi A.
Reactivity of Trifluoromethyl Enones in Michael Additions // Bull.Soc. Chim. Fr. 1995. Vol. 131, № 8. P. 844–853.10.Rudzinski D.M., Kelly C.B., Leadbeater N.E. A Weinreb amide approachto the synthesis of trifluoromethylketones // Chem. Commun. 2012. Vol. 48, №77. P. 9610-9612.11.Kremlev M. M., Mushta A. I., Tyrra W., Naumann D., Fischer H.,Yagupolskii Y. L. Silver compounds in synthetic chemistry. Part 5: Selectivesyntheses of trifluoromethylketones, RCOCF3, from trifluoromethylsilver,117AgCF3, and corresponding acyl chlorides, RCOCl // J.
Fluor. Chem. 2007. Vol.128, № 11. P. 1385–1389.12.Nenajdenko V.G., Gridnev I.D., Balenkova E.S. Perfluoroacylation ofalkenes // Tetrahedron. 1994. Vol. 50, № 37. P. 11023–11038.13.Nenajdenko V.G., Balenkova E.S. Perfluoroacylation of alkynes //Tetrahedron. 1994. Vol. 50, № 43. P. 12407–12414.14.Kohn B.L., Rovis T. Cobaltate anion couples terminal dienes withtrifluoroacetic anhydride: a direct fluoroacylation of 1,3-dienes // Chem.
Sci.2014. Vol. 5, № 7. P. 2889–2892.15.Hanzawa Y., Kawagoe K., Kobayashi N., Oshima T., Kobayashi Y.Preparationof20,20,20-Trifluororetinal(13-Trifluoromethylretinal)//Tetrahedron Lett. 1985. Vol. 20, № 24. P. 2877–2880.16.Nenajdenko V.G., Smolko K.I., Balenkova E.S. Enantioselective reductionof ,-unsaturated ketones bearing the trifluoromethyl group // TetrahedronAsymmetry. 2001.
Vol. 12, № 9. P. 1259–1266.17.Huang W.S., Yuan C.Y. A new and convenient one-pot synthesis of ,unsaturated trifluoromethyl ketones // J. Chem. Soc. Perkin Trans. 1. 1995. P.741–742.18.Zhang D., Yuan C. Reaction of 1,2-unsaturated trifluoromethyl ketones andtheir conversion to 1-(trifluoromethyl)furan derivatives // Eur. J. Org. Chem.2007. № 23. P. 3916–3924.19.Uneyama K., Watanabe H.
Palladium-Catalyzed Coupling Reactions ofTrifluoroacetimidoyl Iodides with Olefines and 1-Alkynes // Tetrahedron Lett.1991. Vol. 32, № 11. P. 1459–1462.20.Liebeskind L.S., Srogl J. Thiol ester-boronic acid coupling. Amechanistically unprecedented and general ketone synthesis // J. Am. Chem.Soc.
2000. Vol. 122, № 45. P. 11260–11261.21.Siqueira G.M., Flores A.F.C., Clar G., Zanatta N., Martins M.A.P. Sintesede -aril--metoxovoniltrialometilcetonas: acilasao de cetais // Quim. Nova.1994. Vol. 17. P. 24–26.11822.Flores A.F.C., Brondani S., Zanatta N., Rosa A., Martins M.A.P. Synthesisof 1,1,1-trihalo-4-methoxy-4-[2-heteroaryl]-3-buten-2-ones, the correspondingbutan-1,3-dione and azole derivatives // Tetrahedron Lett. 2002. Vol. 43. P.8701–8705.23.BonacorsoH.G.,LopesI.S.,WastowskiA.D.,ZanattaN.Cyclocondensation reaction of 4-aryl-4-methoxy-1,1,1-trifluoro-3-buten-2ones wit urea. Synthesis of novel 6-aryl (5-methyl) -4-trifluoromethyl-2(1H) pyrimidinones // J.
Fluor. Chem. 2003. Vol. 120. P. 29–32.24.Chopin N., Decamps S., Gouger A., Médebielle M., Picot S., BienvenuA.L., Pilet G. ClickEnam. 1. Synthesis of novel 1,4-disubsituted-[1,2,3]triazole-derived β-aminovinyl trifluoromethylated ketones and their copper(II)complexes // J. Fluor. Chem. 2011.
Vol. 132, № 10. P. 850–857.25.Li Q., Tochtrop G.P. New methodology toward ,-unsaturated carboxylicacids from saturated acids // Org. Lett. 2014. Vol. 16, № 5. P. 1382–1385.26.Hamlin T. A., Kelly C.B., Leadbeater N.E. Dehydrogenation ofPerfluoroalkyl Ketones by Using a Recyclable Oxoammonium Salt // Eur. J.Org.
Chem. 2013. Vol. 2013, № 18. P. 3658–3661.27.Mead D., Loh R., Asato a. E., Liu R.S.H. Fluorinated Retinoids viaCrossed Aldol Condensation of 1,1,1-Trifluoroacetone // Tetrahedron Lett.1985. Vol. 26, № 24. P. 2873–2876.28.Gernert D.L., Ajamie R., Ardecky R. A., Bell M.G., Leibowitz M.D., MaisD. a., Mapes C.M., Michellys P.Y., Rungta D., Reifel-Miller A., Tyhonas J.S.,Yumibe N., Grese T. A. Design and synthesis of fluorinated RXR modulators //Bioorg. Med.
Chem. Lett. 2003. Vol. 13, № 19. P. 3191–3195.29.Carroll W. a, Altenbach R.J., Bai H., Brioni J.D., Brune M.E., Buckner S.A., Cassidy C., Chen Y., Coghlan M.J., Daza A. V, Drizin I., Fey T. A.,Fitzgerald M., Gopalakrishnan M., Gregg R.J., Henry R.F., Holladay M.W.,King L.L., Kort M.E., Kym P.R., Milicic I., Tang R., Turner S.C., WhiteakerK.L., Yi L., Zhang H., Sullivan J.P.
Synthesis and Structure-ActivityRelationships of a Novel Series of 2,3,5,6,7,9-Hexahydrothieno[3,2-b]quinilin1198(4H)-one 1,1-dioxide Katp Channel Openers: Discovery of a Potent OpenerThat Selectively Inhibits Spontaneous Bladder Contractions // J. Med. Chem.2004. Vol. 8, № 2. P. 3163–3179.30.Zheng C.W., Li Y.W., Yang Y.Q., Wang H.F., Cui H.F., Zhang J.K., ZhaoG. Highly Efficient Asymmetric Epoxidation of Electron-Deficient alpha,betaEnones and Related Applications to Organic Synthesis // Adv.
Synth. Catal.2009. Vol. 351, № 10. P. 1685–1691.31.Ashworth I., Hopes P., Levin D., Salloo R. An asymmetric synthesis of a 4substituted-1 , 4-dihydropyridine // Tetrahedron Lett. 2002. Vol. 43. P. 4931–4933.32.Yoshimatsu M., Sugimoto T., Okada N., Kinoshita S. Novel perfluoroacylolefinations of aldehydes using -thio-substituted perfluoroalkyl enol ethers //J. Org. Chem. 1999.
Vol. 64, № 14. P. 5162–5165.33.Palacios F., Pascual S., Oyarzabal J., Retana A.M.O. De, Farmacia F. De.Fluoroalkyl ,-Unsaturated Imines . Valuable Synthetic Intermediates fromPrimary Fluorinated Enamine Phosphonates // Org. Lett. 2002. Vol.
4, № 5. P.769–772.34.Gazit A., Rappoport Z. Methyl vs. Methylene Condensation of AromaticAldehydes with 1,1,1-Trifluoroacetylacetone // J. Chem. Soc. Perkin Trans. 1.1984. P. 2863–2870.35.Пряденя М. В., Кузуева О. Г., Бургарт И. В., Салутин В. И Реакцияфторсодержащих эфиров 3-оксокислот с бензальдегидом // ЖОрХ. 2002.Т. 38, № 2. С. 244-252.36.Pryadeina M. V., Kuzueva O.G., Burgart Y. V., Saloutin V.I., Lyssenko K.a., Antipin M.Y. Reactions of fluorine-containing 3-oxo esters with aldehydes// J. Fluor. Chem. 2002.
Vol. 117, № 1. P. 1–7.37.El-Sayed M., Abdel-Aziz N.I., Abdel-Aziz A. a.-M., El-Azab A.S., ElTahir K.E.H. Synthesis, biological evaluation and molecular modeling study ofpyrazole and pyrazoline derivatives as selective COX-2 inhibitors and anti-120inflammatory agents. Part 2 // Bioorg. Med.
Chem. 2012. Vol. 20, № 10. P.3306–3316.38.ZhuS.,XuB.,ZhangJ.Synthesisandreactionof,-di(trifluoroacetyl)ethylene derivatives, (CF3CO)2C=CR1R2 // J. Fluor. Chem.1995. Vol. 74, № I. P. 167–170.39.Andrew R.J., Mellor J.M. Synthesis of ,-Unsaturated TrifluoromethylKetones from 4-Dimethylamino-1,1,1-trifluorobut-3-ene-2-one by Addition ofGrignard Reagents // Tetrahedron. 2000. Vol.
56. P. 7261–7266.40.Krasovsky A.L., Druzhinin S. V., Nenajdenko V.G., Balenkova E.S. Anovel effective electrophile: -trifluoroacetylketene diphenyldithioacetal S,Stetroxide // Tetrahedron Lett. 2004. Vol. 45, № 6. P. 1129–1132.41.Rulev A.Y., Uchakov I. А., Nenajdenko V.G., Balenkova E.S., VoronkovM.G. Domino Transformations of gem- Trifluoroacetyl(bromo)alkenes underthe Action of Secondary Amines // European J. Org. Chem. 2007.
№ 36. P.6039–6045.42.Rulev A.Y., Ushakov I. А., Nenajdenko V.G. One-pot synthesis offunctionalized indenols from 2-bromoalkenyl trifluoromethyl ketones //Tetrahedron. 2008. Vol. 64, № 35. P. 8073–8077.43.Alvernhe G., Bensadat A., Ghobsi A., Laurent A., Laurent E.Regioselective synthesis of (trifluoromethyl)- -chloroenones // J. Fluor.Chem. 1997. Vol. 81. P. 169–172.44.Пашкевич К. И., Бобров М. Б., Айзикович А. Я., Рудая М.
Н. // Изв.АН СССР, Сер. Хим. 1986. Т. 35, № 9. С. 2125-2127.45.Iaroshenko V.O., Dudkin S., Sosnovskikh V.Y., Villinger A., Langer P. (βD-Ribofuranosyl)formamidine in the Design and Synthesis of 2-(β-DRibofuranosyl)pyrimidines, Including R f -Containing Derivatives // Eur. J. Org.Chem. 2013.
Vol. 2013, № 15. P. 3166–3173.46.Muzalevskiy V.M., Iskandarov A.A., Nenajdenko V.G. Synthesis of 1,1,1trifluorobut-3-yn-2-ones and their reactions with N-nucleophiles // MendeleevCommun. 2014. Vol. 24. P. 342–344.12147.Zhang D., Yuan C. An enantioselective nucleophilic addition of α,βunsaturated trifluoromethylketones catalyzed by l-proline derivatives //Tetrahedron. 2008. Vol. 64, № 10. P. 2480–2488.48.Morris J.J., Hughes L.R., Glen a T., Taylor P.J. Non-steroidalantiandrogens.
Design of novel compounds based on an infrared study of thedominant conformation and hydrogen-bonding properties of a series of anilideantiandrogens. // J. Med. Chem. 1991. Vol. 34, № 1. P. 447–455.49.Singh R.P., Kirchmeier R.L., Shreeve J.M. CsF-Catalyzed NucleophilicTrifluoromethylation of trans-Enones with Trimethyl(trifluoromethyl)silane: AFacile Synthesis of trans--Trifluoromethyl Allylic Alcohols // Org.
Lett.1999. Vol. 1, № 7. P. 1047–1049.50.Bryce M.R., Chalton M. a, Chesney a, Catterick D., Yao J.W., Howard J. aK. Synthesis and nitrosation reactions of -extended 1,3-dithiol-2-ylidenesystems // Tetrahedron. 1998. Vol. 54, № 15. P. 3919–3928.51.Chen Y., Huang L., Zhang X.P. Efficient and Stereoselective Synthesis of-Trifluoromethyl ,-Unsaturated Esters via Iron (III) Porphyrin-CatalyzedOlefination of Ketones // J.
Org. Chem. 2003. Vol. 68. P. 5925–5929.52.Nenajdenko V.G., Druzhinin S. V., Balenkova E.S. Baylis–Hilman reactionfor α,β-unsaturated trifluoromethyl ketones // Mendeleev Commun. 2006. Vol.16, № 5. P. 273–274.53.Rulev A.Y., Muzalevskiy V.M., Kondrashov E. V, Ushakov I.A., RomanovA.R., Khrustalev V.N., Nenajdenko V.G. Reaction of -Bromo Enones with1,2-Diamines. Cascade Assembly of 3-(Triflioromethyl)piperazin-2-ones viaRearrangement // Org.
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