Synthesis of Arylglyoxylic Acids and Their Collision-Induced Dissociation

Diacylation of coumarins by silver-catalyzed decarboxylative cross-coupling

“…11 4.3. General procedure for the decarboxylative acylation of coumarins with a-oxocarboxylic acids A 10 mL oven-dried Schlenk-tube was charged with AgNO 3 (3.4 mg, 10 mol %), coumarin (1, 0.2 mmol, 1.0 equiv), and K 2 S 2 O 8 (108 mg, 0.4 mmol, 2.0 equiv).…”

Transition-Metal-Free Synthesis of Ynones via Decarboxylative Alkynylation of α-Keto Acids under Mild Conditions

“…The control experiment proved that K 2 S 2 O 8 was essential, and the reaction still could be conducted to give the desired product 3a in high yield in the absence of AgNO 3 (entries 14-15). Finally, by changing the amount of K 2 S 2 O 8 , the yield of 3a was further improved to 92% (entries [16][17][18][19]. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 With the optimal conditions in hand, we explored the scope of α-keto acids to examine the compatibility of the present reaction (Scheme 2).…”

“…α-Keto Acids were obtained from commercial suppliers or prepared according to the literature reported procedures. 19 Hypervalent iodine alkynyl reagents were prepared according to the literature reported procedure. 20 1 H NMR, 13 C NMR, 19 F NMR spectra were recorded on a 600 MHz spectrometer in CDCl 3 .…”

“…19 Hypervalent iodine alkynyl reagents were prepared according to the literature reported procedure. 20 1 H NMR, 13 C NMR, 19 F NMR spectra were recorded on a 600 MHz spectrometer in CDCl 3 . Data for 1 H NMR are reported as follows: chemical shift (δppm), multiplicity, integration, and coupling constant (Hz).…”

Palladium-Catalyzed Decarboxylativeortho-Acylation ofO-Methyl Ketoximes via Direct sp2C—H Bond Activation

“…[17] α-Oxocarboxylic acids 2a～2e were prepared by the oxidation of methyl ketones with SeO 2 according to the literature. [18] Other materials and solvents were used without further purification. 1 H and 13 C NMR spectra were referenced to residue CHCl 3 at δ 7.26 and 77.16, respectively.…”