Synthesis and structure of regioisomeric amino enones containing 2-pyridyl and CF3 substituents
Regioisomeric amino enones ( Z )-4-amino-1,1,1-trifluoro-4-(2-pyridyl)but-3-en-2-one and ( Z )-3-amino-4,4,4-trifluoro-1-(2-pyridyl)but-2-en-1-one were synthesized by the reaction of lithium ( Z )-1,1,1-trifluoro-4-oxo-4-(2-pyridyl)but-2-en-2-olate with ammonium acetate in glacial AcOH. A comparativ...
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Published in | Russian chemical bulletin Vol. 69; no. 12; pp. 2355 - 2362 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
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01.12.2020
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Abstract | Regioisomeric amino enones (
Z
)-4-amino-1,1,1-trifluoro-4-(2-pyridyl)but-3-en-2-one and (
Z
)-3-amino-4,4,4-trifluoro-1-(2-pyridyl)but-2-en-1-one were synthesized by the reaction of lithium (
Z
)-1,1,1-trifluoro-4-oxo-4-(2-pyridyl)but-2-en-2-olate with ammonium acetate in glacial AcOH. A comparative study of physicochemical properties and the crystal structures showed that the molecules of these new compounds are planar (except for two fluorine atoms) with an U-shaped configuration of the keto enamine moiety. A change in the position of the amino group with respect to the CF
3
substituent leads to significant changes in the electron density distribution and the C-C bond lengths in the keto enamine moiety and also in the character of intermolecular hydrogen bonds responsible for the crystal packing mode of regioisomeric amino enones. |
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AbstractList | Regioisomeric amino enones (
Z
)-4-amino-1,1,1-trifluoro-4-(2-pyridyl)but-3-en-2-one and (
Z
)-3-amino-4,4,4-trifluoro-1-(2-pyridyl)but-2-en-1-one were synthesized by the reaction of lithium (
Z
)-1,1,1-trifluoro-4-oxo-4-(2-pyridyl)but-2-en-2-olate with ammonium acetate in glacial AcOH. A comparative study of physicochemical properties and the crystal structures showed that the molecules of these new compounds are planar (except for two fluorine atoms) with an U-shaped configuration of the keto enamine moiety. A change in the position of the amino group with respect to the CF
3
substituent leads to significant changes in the electron density distribution and the C-C bond lengths in the keto enamine moiety and also in the character of intermolecular hydrogen bonds responsible for the crystal packing mode of regioisomeric amino enones. |
Author | Boltacheva, N. S. Slepukhin, P. A. Pervova, M. G. Filyakova, V. I. Charushin, V. N. |
Author_xml | – sequence: 1 givenname: P. A. surname: Slepukhin fullname: Slepukhin, P. A. organization: I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences – sequence: 2 givenname: N. S. surname: Boltacheva fullname: Boltacheva, N. S. organization: I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences – sequence: 3 givenname: M. G. surname: Pervova fullname: Pervova, M. G. organization: I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences – sequence: 4 givenname: V. I. surname: Filyakova fullname: Filyakova, V. I. email: filver@mail.ru organization: I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences – sequence: 5 givenname: V. N. surname: Charushin fullname: Charushin, V. N. organization: I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences |
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Keywords | lithium -1,1,1-trifluoro-4-oxo-4-(2-pyridyl)but-2-en-2-olate 4-amino-1,1,1-trifluoro-4-(2-pyridyl)but-3-en-2-one C NMR spectroscopy F, and 3-amino-4,4,4-trifluoro-1-(2-pyridyl)but-2-en-1-one amino enones chromatography-mass spectrometry H crystal structure X-ray diffraction organofluorine compounds |
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References | KovácsSNovákZTetrahedron201369898710.1016/j.tet.2013.08.0471:CAS:528:DC%2BC3sXhsVSktrnO V. I. Filyakova, V. G. Ratner, N. S. Karpenko, K. I. Pashkevich, in Enaminy v organicheskom sinteze [Enamines in Organic Synthesis], Sverdlovsk, 1996, 29 (in Russian). ChopinNPiletGMoritaYMédebielleMJ. Fluor. Chem.20146721110.1016/j.jfluchem.2014.07.0051:CAS:528:DC%2BC2cXhvVKlsbjF ScottK RRankinG OStablesJ PAlexanderM SEdafioghoI OFarrarV AKolenK RMooreJ ASimsL DTonnuA DJ. Med. Chem.19953840331:CAS:528:DyaK2MXnvFSqsr0%3D756293910.1021/jm00020a019 FenainFMe’debielleMRocherMOnomuraOOkadaEShibataDJ. Fluor. Chem.200712812861:CAS:528:DC%2BD2sXhtFShs7rE10.1016/j.jfluchem.2007.06.001 JohnsonD AWaughA BHambleyT WTaylorJ CJ. Fluor. Chem.1985273711:CAS:528:DyaL2MXltVCms7k%3D10.1016/S0022-1139(00)80908-2 SaloutinV IBurgartY VSkryabinaZ EFilyakovaV IZh. Org. Khim. [J. Org. Chem. USSR]199531541:CAS:528:DyaK2MXnvV2jtrw%3D[ChemInform, 2010, 26(51)] BoltachevaN SFilyakovaV ICharushinV NRuss. J. Org. Chem.20054114521:CAS:528:DC%2BD2MXhtlanurfI10.1007/s11178-005-0365-x FilyakovaV IYufitD SStruchkovY TPashkevichK IBull. Acad. Sci. USSR. Div. Chem. Sci.19903993610.1007/BF00961686 SlepukhinP ABoltachevaN SFilyakovaV ICharushinV NRuss. Chem. Bull.20196812131:CAS:528:DC%2BC1MXhtlWisrfK10.1007/s11172-019-2543-y CharushinV NMochulskayaN NAndreikoA AFilyakovaV IKodessM IChupakhinO NTetrahedron Lett.20034424211:CAS:528:DC%2BD3sXhsVymsrw%3D10.1016/S0040-4039(03)00060-1 EdafioghoI OHinkoC NChangHMooreJ AMulzacDNicholsonJ MScottK RJ. Med. Chem.19923527981:CAS:528:DyaK38Xks12ntbk%3D149501210.1021/jm00093a012 PashkevichK IFilyakovaV IYa. PostovskiiIBull. Acad. Sci. USSR. Div. Chem. Sci.198130193110.1007/BF00963426 ZharkovaG IBaidinaI ASmolentsevA IStabnikovP AMorozovaN BJ. Struct. Chem.2017589701:CAS:528:DC%2BC2sXhslSku77L10.1134/S002247661705016X DavydovaY ASokolenkoT MYagupolskiiY LJ. Fluor. Chem.2014157581:CAS:528:DC%2BC3sXhvFOqtbfF10.1016/j.jfluchem.2013.11.007 SalamaN NEddingtonN DPayneDWilsonT LScottK RCurr. Med. Chem.20041120931:CAS:528:DC%2BD2cXlslWlsrw%3D1527956910.2174/0929867043364766 BusyginI GSinitsinaT AYa. AizikovichAPashkevichK IZh. Org. Khim. [J. Org. Chem.. USSR]198824475(in Russian) RochaMGilD MEcheverríaG APiroO EJiosJ LUliceS EJ. Fluor. Chem.2018208361:CAS:528:DC%2BC1cXit1Wru7g%3D10.1016/j.jfluchem.2018.01.001 FilyakovaV IChizhovD LKhmaraE FCharushinV NRuss. J. Gen. Chem.2010801901:CAS:528:DC%2BC3cXit1ahu7Y%3D10.1134/S1070363210010317 WangJ-LDingFYuMMiaoF-MJiegou Huaxue (Chin. J. Struct. Chem.)2004141 ScottK REdafioghoI ORichardsonE LFarrarV AMooreJ_Al. TietzEHinkoC NChangHEl-AssadiANicholsonJ MJ. Med. Chem.19933619471:CAS:528:DyaK3sXltFKruro%3D833633410.1021/jm00066a003 KombianS BEdafioghoI OAnanthalakshmiK V VBr. J. Pharmacol.200514579451:CAS:528:DC%2BD2MXmvVCmu7k%3D15912138157620710.1038/sj.bjp.0706250 KarpenkoN SFilyakovaV IPashkevichK IRuss. J. Org. Chem.1997331724 PashkevichK IYa. AizikovichADokl. Akad. Nauk SSSR [Dokl. Chem.]19792446181:CAS:528:DyaE1MXhvVKgsrs%3D(in Russian) SheldrickG MActa Cryst.2008A6411210.1107/S01087673070439301:CAS:528:DC%2BD2sXhsVGhurzO Ya. AizikovichAGorshkovV VRudayaM NPashkevichK IYa. PostovskiiIZh. Obshch. Khim. [J. Gen. Chem. USSR]1980501866(in Russian) VarshavskiiY SCherkasovaT GPashkevichK IFilyakovaV IOsetrovaL VBuzinaN AKoord. Khim.1992181881:CAS:528:DyaK38Xmt1GitLo%3D[Russ. J. Coord. Chem. (Engl. Transl.), 1992, 18] PashkevichK IFilyakovaV IBull. Acad. Sci. USSR, Div. Chem. Sci.19863556610.1007/BF00953227 N. Chopin, M. Médebielle, O. Maury, G. Novitchi, G. Pilet, Eur. J. Inorg. Chem., 2014, 6185; DOI: https://doi.org/10.1002/ejic.201402714. Cea-OlivaresRRodriguezIRosalesM JToscanoAAust. J. Chem.1984378791:CAS:528:DyaL2cXksFCit74%3D10.1071/CH9840879 HidalgoAAvendaño JiménezL PRamosL AMroginskiM AJiosJ LUlicS EEcheverríaG APiroO ECastellanoEJ. Phys. Chem., A201211611101:CAS:528:DC%2BC38XmsVSgsA%3D%3D10.1021/jp211536q KimJHwangJWKimYLeeM HHanYDoYJ. Organomet. Chem.200162011:CAS:528:DC%2BD3MXhsFCgu7o%3D10.1016/S0022-328X(00)00555-6 SlepukhinP ABoltachevaN SFilyakovaV ICharushinV NJ. Struct. Chem.2011524431:CAS:528:DC%2BC3MXms12rurk%3D10.1134/S0022476611020302 FilyakovaV IBusyginI GPashkevichK IZh. Org. Khim. [J. Org. Chem. USSR]19892518651:CAS:528:DyaK3cXhsFOlsbw%3D[ChemInform, 1990, 21] FilyakovaV IRatnerV GKarpenkoN SPashkevichK IRuss. Chem. Bull.199645216310.1007/BF01430731 PrzyborowskiJLorkERöschenthallerG-VJ. Fluor. Chem.20001042071:CAS:528:DC%2BD3cXjslKjs7c%3D10.1016/S0022-1139(00)00245-1 ChopinNNovitchiGMédebielleMPiletGJ. Fluorine Chem.20151791691:CAS:528:DC%2BC2MXht1WltrzO10.1016/j.jfluchem.2015.06.023 DohertySErringtonR JHousleyNRidlandJCleggWElsegoodM R JOrganometallics19991810181:CAS:528:DyaK1MXht1Khsr8%3D10.1021/om980510q BoltachovaN SFedorovaO VOvchinnikovaI GKazhevaO NChekhlovA NDyachenkoO ARusinovG LFilyakovaV ICharushinV NJ. Fluor. Chem.20071287621:CAS:528:DC%2BD2sXmvVGhtr0%3D10.1016/j.jfluchem.2007.04.017 ZhilinaE FSlepukhinP ABoltachevaN SPervovaM GChizhovD LFilyakovaV ICharushinV NRuss. J. Gen. Chem.20128219621:CAS:528:DC%2BC3sXhs1ait7s%3D10.1134/S1070363212120092 ChizhovD LPervovaM GSamorukovaM AKhmaraE FFilyakovaV ISaloutinV ICharushinV NJ. Fluor. Chem.20111323941:CAS:528:DC%2BC3MXmvFait7Y%3D10.1016/j.jfluchem.2011.03.018 FilyakovaV IPashkevichK IYa. PostovskiiIBull. Acad. Sci. USSR. Div. Chem. Sci.198130220710.1007/BF01094667 Ya. AizikovichARudayaM NMosinV VPashkevichK IYa. PostovskiiIIzv. AN SSSR. Ser. Khim. [Bull. Acad. Sci. USSR. Div. Chem. Sci.]1980291939(in Russian) EdafioghoI OKombianS BAnanthalakshmiK V VSalamaN NEddingtonN DWilsonT LAlexanderM SJacksonP LHansonC DJ. Pharm. Sci.20079625091:CAS:528:DC%2BD2sXhtFKrtLnI1762168310.1002/jps.20967 EddingtonN DCurr. Med. Chem.200074171:CAS:528:DC%2BD3cXhslOju7o%3D1070261710.2174/0929867003375092 P A Slepukhin (3030_CR34) 2011; 52 K R Scott (3030_CR8) 1995; 38 Y S Varshavskii (3030_CR15) 1992; 18 K R Scott (3030_CR7) 1993; 36 G I Zharkova (3030_CR30) 2017; 58 S Doherty (3030_CR13) 1999; 18 3030_CR19 N N Salama (3030_CR4) 2004; 11 D L Chizhov (3030_CR17) 2011; 132 N S Boltachova (3030_CR23) 2007; 128 S Kovács (3030_CR1) 2013; 69 I O Edafiogho (3030_CR5) 1992; 35 3030_CR11 I O Edafiogho (3030_CR2) 2007; 96 K I Pashkevich (3030_CR40) 1979; 244 V N Charushin (3030_CR10) 2003; 44 N Chopin (3030_CR20) 2014; 67 J-L Wang (3030_CR31) 2004; 1 F Fenain (3030_CR9) 2007; 128 N Chopin (3030_CR18) 2015; 179 N S Karpenko (3030_CR22) 1997; 33 R Cea-Olivares (3030_CR26) 1984; 37 V I Filyakova (3030_CR35) 1981; 30 A Ya. Aizikovich (3030_CR42) 1980; 50 K I Pashkevich (3030_CR36) 1986; 35 V I Filyakova (3030_CR21) 1996; 45 A Ya. Aizikovich (3030_CR41) 1980; 29 G M Sheldrick (3030_CR45) 2008; A64 A Hidalgo (3030_CR33) 2012; 116 E F Zhilina (3030_CR24) 2012; 82 V I Filyakova (3030_CR28) 1990; 39 J Przyborowski (3030_CR29) 2000; 104 P A Slepukhin (3030_CR44) 2019; 68 K I Pashkevich (3030_CR39) 1981; 30 N D Eddington (3030_CR3) 2000; 7 J Kim (3030_CR14) 2001; 620 N S Boltacheva (3030_CR25) 2005; 41 V I Filyakova (3030_CR37) 1989; 25 V I Saloutin (3030_CR38) 1995; 31 D A Johnson (3030_CR27) 1985; 27 I G Busygin (3030_CR43) 1988; 24 Y A Davydova (3030_CR12) 2014; 157 V I Filyakova (3030_CR16) 2010; 80 M Rocha (3030_CR32) 2018; 208 S B Kombian (3030_CR6) 2005; 145 |
References_xml | – volume: 33 start-page: 1724 year: 1997 ident: 3030_CR22 publication-title: Russ. J. Org. Chem. doi: 10.1002/chin.199835087 contributor: fullname: N S Karpenko – volume: 7 start-page: 417 year: 2000 ident: 3030_CR3 publication-title: Curr. Med. Chem. doi: 10.2174/0929867003375092 contributor: fullname: N D Eddington – volume: 30 start-page: 1931 year: 1981 ident: 3030_CR39 publication-title: Bull. Acad. Sci. USSR. Div. Chem. Sci. doi: 10.1007/BF00963426 contributor: fullname: K I Pashkevich – volume: 44 start-page: 2421 year: 2003 ident: 3030_CR10 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(03)00060-1 contributor: fullname: V N Charushin – ident: 3030_CR11 – volume: 25 start-page: 1865 year: 1989 ident: 3030_CR37 publication-title: Zh. Org. Khim. [J. Org. Chem. USSR] doi: 10.1002/chin.199002097 contributor: fullname: V I Filyakova – volume: 11 start-page: 2093 year: 2004 ident: 3030_CR4 publication-title: Curr. Med. Chem. doi: 10.2174/0929867043364766 contributor: fullname: N N Salama – volume: 52 start-page: 443 year: 2011 ident: 3030_CR34 publication-title: J. Struct. Chem. doi: 10.1134/S0022476611020302 contributor: fullname: P A Slepukhin – volume: 128 start-page: 1286 year: 2007 ident: 3030_CR9 publication-title: J. Fluor. Chem. doi: 10.1016/j.jfluchem.2007.06.001 contributor: fullname: F Fenain – volume: 128 start-page: 762 year: 2007 ident: 3030_CR23 publication-title: J. Fluor. Chem. doi: 10.1016/j.jfluchem.2007.04.017 contributor: fullname: N S Boltachova – volume: 1 start-page: 41 year: 2004 ident: 3030_CR31 publication-title: Jiegou Huaxue (Chin. J. Struct. Chem.) contributor: fullname: J-L Wang – volume: 244 start-page: 618 year: 1979 ident: 3030_CR40 publication-title: Dokl. Akad. Nauk SSSR [Dokl. Chem.] contributor: fullname: K I Pashkevich – volume: 67 start-page: 211 year: 2014 ident: 3030_CR20 publication-title: J. Fluor. Chem. doi: 10.1016/j.jfluchem.2014.07.005 contributor: fullname: N Chopin – volume: 41 start-page: 1452 year: 2005 ident: 3030_CR25 publication-title: Russ. J. Org. Chem. doi: 10.1007/s11178-005-0365-x contributor: fullname: N S Boltacheva – volume: 31 start-page: 54 year: 1995 ident: 3030_CR38 publication-title: Zh. Org. Khim. [J. Org. Chem. USSR] doi: 10.1002/chin.199551086 contributor: fullname: V I Saloutin – volume: 35 start-page: 2798 year: 1992 ident: 3030_CR5 publication-title: J. Med. Chem. doi: 10.1021/jm00093a012 contributor: fullname: I O Edafiogho – volume: 68 start-page: 1213 year: 2019 ident: 3030_CR44 publication-title: Russ. Chem. Bull. doi: 10.1007/s11172-019-2543-y contributor: fullname: P A Slepukhin – volume: 69 start-page: 8987 year: 2013 ident: 3030_CR1 publication-title: Tetrahedron doi: 10.1016/j.tet.2013.08.047 contributor: fullname: S Kovács – volume: 38 start-page: 4033 year: 1995 ident: 3030_CR8 publication-title: J. Med. Chem. doi: 10.1021/jm00020a019 contributor: fullname: K R Scott – volume: 24 start-page: 475 year: 1988 ident: 3030_CR43 publication-title: Zh. Org. Khim. [J. Org. Chem.. USSR] contributor: fullname: I G Busygin – volume: 29 start-page: 1939 year: 1980 ident: 3030_CR41 publication-title: Izv. AN SSSR. Ser. Khim. [Bull. Acad. Sci. USSR. Div. Chem. Sci.] contributor: fullname: A Ya. Aizikovich – volume: 80 start-page: 190 year: 2010 ident: 3030_CR16 publication-title: Russ. J. Gen. Chem. doi: 10.1134/S1070363210010317 contributor: fullname: V I Filyakova – volume: 132 start-page: 394 year: 2011 ident: 3030_CR17 publication-title: J. Fluor. Chem. doi: 10.1016/j.jfluchem.2011.03.018 contributor: fullname: D L Chizhov – volume: 18 start-page: 188 year: 1992 ident: 3030_CR15 publication-title: Koord. Khim. contributor: fullname: Y S Varshavskii – volume: 104 start-page: 207 year: 2000 ident: 3030_CR29 publication-title: J. Fluor. Chem. doi: 10.1016/S0022-1139(00)00245-1 contributor: fullname: J Przyborowski – volume: 18 start-page: 1018 year: 1999 ident: 3030_CR13 publication-title: Organometallics doi: 10.1021/om980510q contributor: fullname: S Doherty – volume: 39 start-page: 936 year: 1990 ident: 3030_CR28 publication-title: Bull. Acad. Sci. USSR. Div. Chem. Sci. doi: 10.1007/BF00961686 contributor: fullname: V I Filyakova – volume: 27 start-page: 371 year: 1985 ident: 3030_CR27 publication-title: J. Fluor. Chem. doi: 10.1016/S0022-1139(00)80908-2 contributor: fullname: D A Johnson – volume: 82 start-page: 1962 year: 2012 ident: 3030_CR24 publication-title: Russ. J. Gen. Chem. doi: 10.1134/S1070363212120092 contributor: fullname: E F Zhilina – volume: 36 start-page: 1947 year: 1993 ident: 3030_CR7 publication-title: J. Med. Chem. doi: 10.1021/jm00066a003 contributor: fullname: K R Scott – volume: 45 start-page: 2163 year: 1996 ident: 3030_CR21 publication-title: Russ. Chem. Bull. doi: 10.1007/BF01430731 contributor: fullname: V I Filyakova – ident: 3030_CR19 doi: 10.1002/ejic.201402714 – volume: 157 start-page: 58 year: 2014 ident: 3030_CR12 publication-title: J. Fluor. Chem. doi: 10.1016/j.jfluchem.2013.11.007 contributor: fullname: Y A Davydova – volume: 179 start-page: 169 year: 2015 ident: 3030_CR18 publication-title: J. Fluorine Chem. doi: 10.1016/j.jfluchem.2015.06.023 contributor: fullname: N Chopin – volume: 35 start-page: 566 year: 1986 ident: 3030_CR36 publication-title: Bull. Acad. Sci. USSR, Div. Chem. Sci. doi: 10.1007/BF00953227 contributor: fullname: K I Pashkevich – volume: 96 start-page: 2509 year: 2007 ident: 3030_CR2 publication-title: J. Pharm. Sci. doi: 10.1002/jps.20967 contributor: fullname: I O Edafiogho – volume: 30 start-page: 2207 year: 1981 ident: 3030_CR35 publication-title: Bull. Acad. Sci. USSR. Div. Chem. Sci. doi: 10.1007/BF01094667 contributor: fullname: V I Filyakova – volume: 620 start-page: 1 year: 2001 ident: 3030_CR14 publication-title: J. Organomet. Chem. doi: 10.1016/S0022-328X(00)00555-6 contributor: fullname: J Kim – volume: 50 start-page: 1866 year: 1980 ident: 3030_CR42 publication-title: Zh. Obshch. Khim. [J. Gen. Chem. USSR] contributor: fullname: A Ya. Aizikovich – volume: 145 start-page: 945 issue: 7 year: 2005 ident: 3030_CR6 publication-title: Br. J. Pharmacol. doi: 10.1038/sj.bjp.0706250 contributor: fullname: S B Kombian – volume: 208 start-page: 36 year: 2018 ident: 3030_CR32 publication-title: J. Fluor. Chem. doi: 10.1016/j.jfluchem.2018.01.001 contributor: fullname: M Rocha – volume: 116 start-page: 1110 year: 2012 ident: 3030_CR33 publication-title: J. Phys. Chem., A doi: 10.1021/jp211536q contributor: fullname: A Hidalgo – volume: 37 start-page: 879 year: 1984 ident: 3030_CR26 publication-title: Aust. J. Chem. doi: 10.1071/CH9840879 contributor: fullname: R Cea-Olivares – volume: A64 start-page: 112 year: 2008 ident: 3030_CR45 publication-title: Acta Cryst. doi: 10.1107/S0108767307043930 contributor: fullname: G M Sheldrick – volume: 58 start-page: 970 year: 2017 ident: 3030_CR30 publication-title: J. Struct. Chem. doi: 10.1134/S002247661705016X contributor: fullname: G I Zharkova |
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)-4-amino-1,1,1-trifluoro-4-(2-pyridyl)but-3-en-2-one and (
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Title | Synthesis and structure of regioisomeric amino enones containing 2-pyridyl and CF3 substituents |
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