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0033059723
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Prepared according to literature procedure: Dai, W.-M.; Wu, J.; Fong, K. C.; Lee, M. Y. H.; Lau, C. W. J. Org. Chem. 1999, 64, 5062.
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Prepared according to literature procedure: Dai, W.-M.; Wu, J.; Fong, K. C.; Lee, M. Y. H.; Lau, C. W. J. Org. Chem. 1999, 64, 5062.
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39
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34248171578
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The crystallographic data for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication CCDC 635328 6
-
The crystallographic data for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication CCDC 635328 (6).
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40
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0141853188
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Prepared according to a literature procedure: Salem, B.; Delort, E.; Klotz, P.; Suffert, J. Org. Lett. 2003, 5, 2307.
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41
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rac-N-(5-Bromo-2-methyl-1,3-dioxo-2,3,3a,4,7, 7a-hexahydro-1H-isoindol-4-yl)-4-methoxybenzamide(5) 4-Methoxybenzamide (152 mg, 1.00 mmol) was filled in a CEM pressure tube (10 mL, then toluene (2 mL, α-bromocrotonaldehyde (2.00 mmol, 298 mg, and N-methyl-maleimide (1.50 mmol, 167 mg) were added. The reaction vessel was sealed and the mixture was subject to microwave irradiation (max. 50 W, 2450 MHz) under stirring at 150°C for 20 min. After cooling, compound 5 precipitated from the reaction mixture. It was obtained as a colorless solid (84% yield) after washing with CH2Cl2. Further purification was not necessary. The assignment of the NMR signals was carried out according to the numbering given in Table 2. Mp 257°C. 1H NMR (500 MHz, DMSO-d6, δ, 8.31 (d, 3J9,4, 9.0 Hz, 1 H, H-9, 7.75 (m, 2 H, H-12, 7.05 (m, 2 H, H-13, 6.35 ddd
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