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1
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Srivastava, V.; Negi, A.S.; Kumar, J.K.; Gupta, M.M.; Khanuja, S.P.S. Bioorg. Med. Chem., 2005, 13, 5892.
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Srivastava, V.1
Negi, A.S.2
Kumar, J.K.3
Gupta, M.M.4
Khanuja, S.P.S.5
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2
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0029067662
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Chihiro, M.; Nagamoto, H.; Takemura, I.; Kitano, K.; Komatsu, H.; Sekiguchi, K.; Tabusa, F.; Mori, T.; Tominaga, M.; Yabuuchi, Y. J. Org. Chem., 1995, 38, 353.
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(1995)
J. Org. Chem
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Chihiro, M.1
Nagamoto, H.2
Takemura, I.3
Kitano, K.4
Komatsu, H.5
Sekiguchi, K.6
Tabusa, F.7
Mori, T.8
Tominaga, M.9
Yabuuchi, Y.10
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3
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23044477928
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Narender, M.; Reddy, M. S.; Sridhar, R.; Nageswar, Y. V. D.; Rao, K. R.. Tetrahedron Lett., 2005, 46, 5953.
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(2005)
Tetrahedron Lett
, vol.46
, pp. 5953
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Narender, M.1
Reddy, M.S.2
Sridhar, R.3
Nageswar, Y.V.D.4
Rao, K.R.5
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4
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33646140112
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Das, B.; Reddy, V. S.; Ramu, R. J. Mol. Catalysis A Chemical, 2006, 252, 235.
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J. Mol. Catalysis A Chemical
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Das, B.1
Reddy, V.S.2
Ramu, R.3
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8
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33846327230
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Compounds 3c-f are commercially available. 3a was synthesized following: Ermolatev, D. S.; Babaev, E. V.; Van der Eycken, E. V. Org. Lett. 2006, 8, 5781;
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Compounds 3c-f are commercially available. 3a was synthesized following: Ermolatev, D. S.; Babaev, E. V.; Van der Eycken, E. V. Org. Lett. 2006, 8, 5781;
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9
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33947665959
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3b was synthesized following: Meng, C. Q.; Ni, L.; Worsencroft, K. J.; Ye, Z.; Weingarten, M. D.; Simpson, J. E.; Skudlarek, J. W.; Marino, E. M.; Suen, K.-L.; Kunsch, C.; Souder, A.; Howard, R. B.; Sundell, C. L.; Wasserman, M. A.; Sikorski, J. A. J. Med. Chem. 2007, 50, 1304.
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3b was synthesized following: Meng, C. Q.; Ni, L.; Worsencroft, K. J.; Ye, Z.; Weingarten, M. D.; Simpson, J. E.; Skudlarek, J. W.; Marino, E. M.; Suen, K.-L.; Kunsch, C.; Souder, A.; Howard, R. B.; Sundell, C. L.; Wasserman, M. A.; Sikorski, J. A. J. Med. Chem. 2007, 50, 1304.
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10
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35349029661
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Compounds 4c and 4e are commercially available. 4a was synthesized following: Moffett, R. B. J. Med. Chem., 1964, 7, 319;
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Compounds 4c and 4e are commercially available. 4a was synthesized following: Moffett, R. B. J. Med. Chem., 1964, 7, 319;
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11
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0037009187
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4b was prepared following: Aki, S.; Fujioka, T.; Ishigami, M.; Minamikawa, J.-I.. Bioorg. Med. Chem. Lett. 2002, 12, 2317.
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4b was prepared following: Aki, S.; Fujioka, T.; Ishigami, M.; Minamikawa, J.-I.. Bioorg. Med. Chem. Lett. 2002, 12, 2317.
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12
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0009435230
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4-Hydroxybenzothioamide was prepared following the procedure: Rapaport, E.; Cass, M. W.; White, E. H. J. Am. Chem. Soc. 1972, 94, 3153.
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4-Hydroxybenzothioamide was prepared following the procedure: Rapaport, E.; Cass, M. W.; White, E. H. J. Am. Chem. Soc. 1972, 94, 3153.
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13
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35348947842
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General procedure for the condensation of α-halo ketones and thioamides under microwave conditions. To a 10 mL microwave vial equipped with a magnetic stir bar were added α-halo ketone 3a-f (0.5 mmol) and EtOH (2.5 mL). The appropriate thioamide 4a-e (0.5 mmol) was then added and the vial capped with a rubber septum. The vial was irradiated with microwaves for 1 min at 100°C (Discover, CEM, 2450 MHz, P=250 W). After heating, the vessel was cooled, the precipitate was collected by filtration and washed with ethyl ether or the solvent was evaporated and purified by flash chromatography on silica gel to give the titled compounds.
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General procedure for the condensation of α-halo ketones and thioamides under microwave conditions. To a 10 mL microwave vial equipped with a magnetic stir bar were added α-halo ketone 3a-f (0.5 mmol) and EtOH (2.5 mL). The appropriate thioamide 4a-e (0.5 mmol) was then added and the vial capped with a rubber septum. The vial was irradiated with microwaves for 1 min at 100°C (Discover, CEM, 2450 MHz, P=250 W). After heating, the vessel was cooled, the precipitate was collected by filtration and washed with ethyl ether or the solvent was evaporated and purified by flash chromatography on silica gel to give the titled compounds.
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