CAN Catalyzed One‐Pot Synthesis of α‐Amino Phosphonates from Carbonyl Compounds

One‐Pot Preparation of Fluorinated α‐Aminoalkyl Phosphonates under Microwave Irradiation and Solvent‐Free Conditions

“…Then the solvent was removed under reduced pressure and chromatographed Table 3. Selected bond lengths (Å ) and bond angles (8) 7) 1.449(4) N(1) -C(7) -P(1) 106.65 (19) N(1) -C(7) 1.4718 (12) C(8) -N(1) -C(7) 123.90(8) C(6)-C (7) 1.515(4) C(6) -C(7)-P(1) 113.97 (19) C(6) -C(7) 1.5107 (13) N(1) -C(7)-P(1) 107.92 (7) X.-y. Lv et al 750 on silica gel (eluant: petroleum ether -ethyl acetate) or recrystallized from ethanol to afford pure product 4 as solid.…”

“…Found: C,53.47;H,5.41;N,-amino]-1-(4-fluorophenyl)-O,O-diethylmethanephosphonate (4b) [19] White solid, mp 54 -558C. IR (KBr): n max 3304, 1603, 1510, 1234, 1161, 1027, 819 cm 21 ; 1 H NMR (CDCl 3 ): d 1.15 (t, J ¼ 7.14 Hz, 3H), 1.29 (t, J ¼ 7.14 Hz, 3H), 3.70 (s, 3H), 3.70 -3.82 (m, 1H), 3.91 -4.05 (m, 1H), (t, J ¼ 7.14 Hz, 3H), 1.28 (t, J ¼ 7.14 Hz, 3H), 3.78-3.90 (m, 1H), 3.95 -4.20 (m, 3H), 4.74 (d, 2 J PH ¼ 23.89 Hz, 1H), 5.20 (br, 1H), 6.42-6.50 (m, 1H), 6.60-6.69 (m, 1H), 6.82-6.88 (m, 1H), 6.94-7.00 (m, 1H), 7.00-7.09 (m, 2H), 7.40-7.49 (m, 2H); 19 5.13;N,3.75. Found: C,54.65;H,5.14; N, 3.55.…”

“…IR (KBr): n max3272, 1598, 1505, 1287, 1229, 1112, 1053, 1023, 837 cm 21 ; 1 H NMR (CDCl 3 ): d 1.14(t, J ¼ 7.14 Hz, 3H), 1.29 (t, J ¼ 7.14 Hz, 3H), 3.65-3.77 (m, 1H), 3.91-4.10 (m, 1H), 4.05-4.20 (m, 2H), 4.79 (d, 2 J PH ¼ 23.9, 1H), 5.70 (br, 1H), 6.52-6.60 (m, 2H), 7.02-7.10 (m, 2H), 7.38-7.47 (m, 2H), 7.98-8.09 (m, 2H) 19. F NMR (CDCl 3 ): d 2113.0 to 2112.89 (m, 1F).…”

“…IR (KBr): n max3276, 1598, 1504, 1313, 1234, 1112, 1045, 1019 cm 21 ; 1 H NMR (CDCl 3 ): d 1.15 (t, J ¼ 7.14 Hz, 3H), 1.31 (t, J ¼ 7.14 Hz, 3H), 3.66-3.80 (m, 1H), 3.91 -4.06 (m, 1H), 4.06-4.22 (m, 2H), 4.80 (d, 2 J PH ¼ 24.44 Hz, 1H), 6.51 -6.61 (m, 2H), 6.98-7.06 (t, J ¼ 8.24 Hz, 1H), 7.14-7.25 (m, 2H), 7.28 -7.40 (m, 1H), 8.00-8.07 (m, 2H);19 F NMR (CDCl 3 ): d 2111.63 to 2111.53 (m, 1F). EI-MS: m/z (%): 382 (M þ , 1.50), 336 (0.11), 245 (100), 199 (28.93), 109 (4.29), 76 (7.71).…”

Ceric Ammonium Nitrate (CAN)–Catalyzed Multicomponent Reactions: An Efficient Catalyst for Green Organic Synthesis

“…Onepot synthesis of primary α-aminophosphonates 13 from coupling reaction of aldehydes/ketones, substituted anilines and diethyl phosphite in acetonitrile (CH 3 CN) at room-temperature, which was developed by Ravinder et al (Scheme 9). [27] …”