Application of Mannich Reaction to Sulfones I

Photothermal Aza‐Michael Addition of Divergent Amines to Vinyl Sulfones: A Method Towards Transition Metal‐ and Base‐Free Medium

“…N,N‐Diethyl‐2‐(phenylsulfonyl) ethan‐1‐amine (7 q) : [29] The title compound was synthesized according to the general procedure and obtained as a white liquid (41 mg, 85 %); 1 H‐NMR (400 MHz, DMSO‐ d 6 ) δ 7.91–7.89 (m, 2H), 7.74–7.70 (m, 1H), 7.65–7.60 (m, 2H), 3.41 (t, J =7.08 Hz, 2H), 2.68 (t, J =8.0 Hz, 2H), 2.30 (q, J =8.0 Hz, 4H), 0.76 (t, J =8.0 Hz, 6H); 13 C‐NMR (100 MHz, DMSO‐ d 6 ) δ 140.1, 134.1, 129.7, 128.0, 51.9, 46.2, 45.8, 12.0.…”

“…The title compound was synthesized according to the general procedure and obtained as a semi yellow solid (45.1 mg, 78 %); 1 H-NMR (400 MHz, DMSO-d 6 ) δ 7.90-7.88 (m, 2H), 7.88-7.74 (m, 1H), 7.66 (t, J = 8.0 Hz, 2H), 7.25 (dd, J = 12.0 Hz, J = 8.0 Hz, 2H), 7.17 (m, 3H), 3.45 (m, 2H), 2.84 (t, J = 8.0 Hz, 2H), 2.72 (t, J = 8.0 Hz, 2H), 2.62 (t, J = 8.0 Hz, 2H); 13 [28] The title compound was synthesized according to the general procedure and obtained as a yellow solid (42.7 mg, 80 %) mp. 215-217 °C; 1 H-NMR (400 MHz, DMSO-d 6 ) δ 7.90-7.87 (m, 2H), 7.75-7.71 (m, 1H), 7.66-7.62 (m, 2H), 3.38 (t, J = 6.8 Hz, 2H), 2.76 (t, J = 8.0 Hz, 2H), 2.28-2.21 (m, 1H), 1.64-1.55 (m, 4H), 1.17-1.02 (m, 4H), 0.90-0.83 (m, 2H); 13 N,N-Diethyl-2-(phenylsulfonyl) ethan-1-amine (7 q): [29] The title compound was synthesized according to the general procedure and obtained as a white liquid (41 mg, 85 %); 1 H-NMR (400 MHz, DMSO-d 6 ) δ 7.91-7.89 (m, 2H), 7.74-7.70 (m, 1H), 7.65-7.60 (m, 2H), 3.41 (t, J = 7.08 Hz, 2H), 2.68 (t, J = 8.0 Hz, 2H), 2.30 (q, J = 8.0 Hz, 4H), 0.76 (t, J = 8.0 Hz, 6H); 13 C-NMR (100 MHz, DMSO-d 6 ) δ 140.1, 134.1, 129.7, 128.0, 51.9, 46.2, 45.8, 12.0. [30] The title compound was synthesized according to the general procedure and obtained as a semi yellow solid (43 mg, 90 %); 1 H-NMR (400 MHz, DMSO-d 6 ) δ 7.90-7.87 (m, 2H), 7.73-7.69 (m, 1H), 7.64-7.60 (m, 2H), 3.48 (t, J = 8.0 Hz, 2H), 2.68 (t, J = 8.0 Hz, 2H), 2.32 (s, 4H), 1.54-1.51 (m, 4H); 13 C-NMR (100 MHz, DMSO-d 6 ) δ 139.5, 133.6, 129.1, 127.5, 53.4, 52.9, 48.3, 22.9.…”