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33
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77950630045
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note
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R2 = 45.1 min.
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34
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77950626563
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3 (1 mL) were successively added NBS (1.1 mmol, recrystallized from boiling water), succinimide (0.1 mmol) and pyrrolidine (0.1 mmol). The reaction vial was sealed and the mixture was stirred at 60 °C for the time indicated in Table 3. After the reaction was complete, the corresponding dibromo product 3 was separated by flash chromatography on silica gel. The spectral data were in accordance with the literature: compound 3j: (a) Dewkar, G. K.; Narina, S. V.; Sudalai, A. Org. Lett. 2003, 5, 4501-4504. Compound 3i: (b) Lexa, D.; Saveant, J. M.; Schaefer, H. J.; Binh, S. K.; Vering, B.; Wang, D.-L. J. Am. Chem. Soc. 1990, 112, 6162-6177. Compounds 3k, 3l and 3m: (c) Butcher, T. S.; Zhou, F.; Detty, M. R. J. Org. Chem. 1998, 63, 169-176; (d) Ye, C.-F.; Shreeve, J. M. J. Org. Chem. 2004, 69, 8561-8563.
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3 (1 mL) were successively added NBS (1.1 mmol, recrystallized from boiling water), succinimide (0.1 mmol) and pyrrolidine (0.1 mmol). The reaction vial was sealed and the mixture was stirred at 60 °C for the time indicated in Table 3. After the reaction was complete, the corresponding dibromo product 3 was separated by flash chromatography on silica gel. The spectral data were in accordance with the literature: compound 3j: (a) Dewkar, G. K.; Narina, S. V.; Sudalai, A. Org. Lett. 2003, 5, 4501-4504. Compound 3i: (b) Lexa, D.; Saveant, J. M.; Schaefer, H. J.; Binh, S. K.; Vering, B.; Wang, D.-L. J. Am. Chem. Soc. 1990, 112, 6162-6177. Compounds 3k, 3l and 3m: (c) Butcher, T. S.; Zhou, F.; Detty, M. R. J. Org. Chem. 1998, 63, 169-176; (d) Ye, C.-F.; Shreeve, J. M. J. Org. Chem. 2004, 69, 8561-8563. Compound 3m': (e) Donohoe, T. J.; Fishlock, L. P.; Procopiou, P. A. Org. Lett. 2008, 10, 285-288.
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35
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77950629083
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note
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CCDC 745659 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
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36
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0000504433
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