Palladium-Catalyzed <i>ortho</i>-CH-Bond Oxygenation of Aromatic Ketones

A palladium-catalyzed C_(sp2)–H bond oxygenation reaction is described. This protocol represents the first example of a C–H bond cleavage/C–O bond formation sequence, by employing a ketone moiety as the directing group. With this new catalytic method, a variety of <i>ortho</i>-acylphenols can be easily accessed from arylketones

Synthesis of 3‑Cyanoindole Derivatives Mediated by Copper(I) Iodide Using Benzyl Cyanide

Copper-mediated direct and regioselective C3-cyanation of indoles using benzyl cyanide as the cyanide anion source is presented. A wide range of indoles undergo cyanation smoothly by employing a reaction system of copper­(I) iodide under open-to-air vessels

Copper-Catalyzed Oxidative C–H Amination of Tetrahydrofuran with Indole/Carbazole Derivatives

A simple α-C–H amination of cyclic ether with indole/carbazole derivatives has been accomplished by employing copper­(II) chloride/bipy as the catalyst system. In the presence of the di-<i>tert</i>-butyl peroxide oxidant, cyclic ethers such as tetrahydrofuran, 1,4-dioxane, and tetrahydropyran successfully undergo C–H/N–H cross dehydrogenative coupling (CDC) with various carbazole or indole derivatives in good-to-excellent yields

Regioselective Direct C‑3 Arylation of Imidazo[1,2‑<i>a</i>]pyridines with Aryl Tosylates and Mesylates Promoted by Palladium–Phosphine Complexes

Direct C-3 arylation of imidazo­[1,2-<i>a</i>]­pyridines with aryl tosylates and mesylates has been accomplished by employing palladium­(II) acetate associated with SPhos (2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl) or <b>L1</b> (2-(2-(diiso­propyl­phos­phino)­phenyl)-1-methyl-1<i>H</i>-indole). This catalyst system can be applied to a wide range of aryl sulfonates and shows excellent C-3 regioselectivity of imidazo­[1,2-<i>a</i>]­pyridine. These results represent the first examples of using tosylate- and mesylate-functionalized arenes as the electrophile partners for this regioselective direct arylation