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0344070946
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note
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4S: C, 45.44; H, 7.63; N, 10.60. Found: C, 45.49; H, 7.63; N, 10.57.
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11
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0001964537
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Cyclopropanes via conjugate addition-nucleophilic substitution: (a) Arseniyadis, S.; Kyler, K. S.; Watt, D. S. Org. React. 1984, 31, 1.
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de Meijere, A., Ed.; Georg Thieme Verlag; Stuttgart, New York
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(b) Zwanenburg, B.; De Kimpe, N. in Methods of Organic Chemistry (Houben-Weyl), de Meijere, A., Ed.; Georg Thieme Verlag; Stuttgart, New York, 1997, Vol E17a, p. 69.
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Zwanenburg, B.1
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0000555112
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11 (PTC) reactions of arylacetonitriles with carbon tetrachloride and electrophilic alkenes or aromatic aldehydes, respectively: Makosza, M.; Kwast, A.; Kwast, E.; Jończyk, A. J. Org. Chem. 1985, 50, 3722. However, their scope is somewhat restricted, side reactions often accompany the main pathway, and the products are formed usually in 40-60% yields.
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Dehmlow, E, V.; Dehmlow, S. S. Phase Transfer Catalysis; 3rd Ed.; Verlag Chemie, Weinheim, 1993. Starks, C. M.; Liotta, C. L.; Halpern, M. Phase-transfer Catalysis; Chapman & Hall; New York, London, 1994. Ma+ (Combining ogonek)kosza, M.; Fedoryński, M. Polish J. Chem. 1996, 70, 1093. Ma+ (Combinig ogonek)kosza, M.; Fedoryński, M, in Handbook of Phase Transfer Catalysis; Sasson, Y.; Neumann, R., Eds.; Blackie Academic & Professional; London, 1997, p. 135.
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Dehmlow, E, V.; Dehmlow, S. S. Phase Transfer Catalysis; 3rd Ed.; Verlag Chemie, Weinheim, 1993. Starks, C. M.; Liotta, C. L.; Halpern, M. Phase-transfer Catalysis; Chapman & Hall; New York, London, 1994. Ma+ (Combining ogonek)kosza, M.; Fedoryński, M. Polish J. Chem. 1996, 70, 1093. Ma+ (Combining ogonek)kosza, M.; Fedoryński, M, in Handbook of Phase Transfer Catalysis; Sasson, Y.; Neumann, R., Eds.; Blackie Academic & Professional; London, 1997, p. 135.
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Dehmlow, E, V.; Dehmlow, S. S. Phase Transfer Catalysis; 3rd Ed.; Verlag Chemie, Weinheim, 1993. Starks, C. M.; Liotta, C. L.; Halpern, M. Phase-transfer Catalysis; Chapman & Hall; New York, London, 1994. Ma+ (Combining ogonek)kosza, M.; Fedoryński, M. Polish J. Chem. 1996, 70, 1093. Ma+ (Combining ogonek)kosza, M.; Fedoryński, M, in Handbook of Phase Transfer Catalysis; Sasson, Y.; Neumann, R., Eds.; Blackie Academic & Professional; London, 1997, p. 135.
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19
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0344070942
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note
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For example, reaction of salt la with an excess of methacrylonitrile under conditions A, gives 1,2-dicyano-1-methyl-2-phenylcyclopropane, in 27% yield.
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20
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0344502104
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note
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Irradiation of signals of oxirane protons at δ = 4.10 ppm or δ = 4.51 ppm in Z and E isomers mixture of 6ca resulted in increase of only one signal of olefinic protons at δ = 5.40 -5.45 ppm (m), namely from Z-isomer.
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21
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0000746196
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Syntheses of oxirane substituted with EWG: Ballester, M. Chem. Rev. 1955, 55, 283, Newman, M. S.; Magerlein, B. J. Org. React. 1957, 5, 413. Shibata, I.; Yamasaki, H.; Baba, A.; Matsuda, H. J. Org. Chem. 1992, 57, 6909 and the references cited therein.
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Ballester, M.1
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22
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0001400335
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Syntheses of oxirane substituted with EWG: Ballester, M. Chem. Rev. 1955, 55, 283, Newman, M. S.; Magerlein, B. J. Org. React. 1957, 5, 413. Shibata, I.; Yamasaki, H.; Baba, A.; Matsuda, H. J. Org. Chem. 1992, 57, 6909 and the references cited therein.
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Newman, M.S.1
Magerlein, B.J.2
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23
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0001457852
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and the references cited therein
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Syntheses of oxirane substituted with EWG: Ballester, M. Chem. Rev. 1955, 55, 283, Newman, M. S.; Magerlein, B. J. Org. React. 1957, 5, 413. Shibata, I.; Yamasaki, H.; Baba, A.; Matsuda, H. J. Org. Chem. 1992, 57, 6909 and the references cited therein.
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Shibata, I.1
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Matsuda, H.4
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25
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0344070941
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note
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+- may generate cyano-2-thicnyl carbene which after dimerization produces 8. However, our attempts to intercept this carbene with n-butylvinyl ether, failed.
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26
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0001496294
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Ma+ (Combining ogonek)kosza, M.; Serafinowa, B.; Gajos, I. Roczniki Chem. 1969, 43, 671; Chem. Abstr. 1969, 71, 101 498.
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Makosza, M.1
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Gajos, I.3
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27
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0344070940
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Ma+ (Combining ogonek)kosza, M.; Serafinowa, B.; Gajos, I. Roczniki Chem. 1969, 43, 671; Chem. Abstr. 1969, 71, 101 498.
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30
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0027963613
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Alcaraz, L.; Harnett, J. J.; Mioskowski, C.; Martel, J. P.; Le Gall, T.; Shin, D.-S.; Falck, J. R. Tetrahedron Lett. 1994, 35, 5453.
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Alcaraz, L.1
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Le Gall, T.5
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Falck, J.R.7
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31
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0030859728
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Seyer, A.; Alcaraz, L.; Mioskowski, C. Tetrahedron Lett. 1997, 38, 7871.
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32
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0344070918
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note
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2 (20 mL) was vigorously stirred, bromide 4d (0.86 g, 5 mmol) then 50% aq NaOH (7 mL) were added (exothermal effect), reaction was continued for 4h, and worked up as described for 5ac. The product was purified by Kugelrohr distillation [bp 125-130 °C (oven)/0.03 Torr] to give 0.81 g (89%) of oily 7cd (Table 3, Entry 6).
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