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33847382334
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Preparation of Thioamide 4b; Typical Procedure To a 1 M solution of carbonyl compound 1b in toluene were added the amine 2a (1.0 equiv, the isocyanide 3a (1.0 equiv)and the mercapto benzoxazole (1.0 equiv, The resulting mixture was stirred at 50°C under an inert atmosphere for 2 d and concentrated in vacuo. The crude product was then purified by flash chromatography on silica gel to give the desired adduct 4b. 1H NMR (400 MHz, CDCl3, δ, 10.00 (br s, 1 H, 7.38-7.28 (m, 6 H, 7.24 (td, 1 H, J, 7.8, 1.3 Hz, 7.12 (td, 1 H, J, 7.8, 1.3 Hz, 4.96 (d, 1 H, J, 16.2 Hz, 4.76 (d, 1 H, J, 16.2 Hz, 4.53 (t, 1 H, J, 7.6 Hz, 2.36-2.24 (m, 1 H, 2.12-2.02 (m, 1 H, 1.52 (s, 9 H, 0.82 (t, 3 H, J, 7.3 Hz, 13C NMR 100.6 MHz, CDCl 3, δ, 199.2, 162.8, 148.9, 142.3, 136.5, 133.9, 129.7, 129.1, 124.8, 121.8, 116.5, 109.7, 74.1, 56.0, 51.7, 27.5, 24.2, 1
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