A one pot diazo installation-photochemical oxidation (blue LED-O2)/ amidation of aryl/heteroaryl acetates with cyclic 2°-amines: An eco-friendly synthesis of aromatic α-ketoamides

Copper-Catalyzed Synthesis of α-Keto Amides from Sulfoxonium Ylides

“…b 0.1 equiv pyridine (0.016 mmol). 26 Following the general procedure, the residue was purified by silica gel column chromatography (PE:EA = 5:1, v/v) to afford 3ca as a yellowish oil (66%, 29 mg). 1 H NMR (400 MHz, chloroform-d) δ 7.89 (d, J = 8.5 Hz, 2H), 7.53 (d, J = 8.5 Hz, 2H), 3.79 (s, 4H), 3.65 (t, J = 4.0 Hz, 2H), 3.38 (t, J = 4.0 Hz, 2H), 1.34 (s, 9H).…”

“…1 H NMR (500 MHz, chloroform-d) δ 7.51−7.48 (m, 2H), 7.42 (t, J = 7.9 Hz, 1H), 7.20−7.18 (m, 1H), 3.86 (s, 3H), 3.81−3.74 (m, 4H), 3.67−3.61 (m, 2H), 3.41−3.33 (m, 2H). 13 26 Following the general procedure, the residue was purified by silica gel column chromatography (PE:EA = 5:1, v/v) to afford 3ka as a white solid (65%, 30 mg). 1…”

“…. 26 Following the general procedure, the residue was purified by silica gel column chromatography (PE:EA = 5:1, v/v) to afford 3la as a yellowish oil (77%, 29 mg). 1 H NMR (600 MHz, chloroform-d) δ 7.74 (dt, J = 7.7, 1.3 Hz, 1H), 7.66 (dt, J = 7.7, 1.3 Hz, 1H), 7.51 (td, J = 8.0, 5.3 Hz, 1H), 7.36 (td, J = 8.2, 1.7 Hz, 1H), 3.80−3.78 (m, 4H), 3.67 (t, J = 6.0 Hz, 2H), 3.39 (t, J = 6.0 Hz, 2H).…”