C–H Arylation of Benzoquinone in Water through Aniline Activation: Synergistic Effect of Graphite-Supported Copper Oxide Nanoparticles

Abstract

A homemade CuONPs/Gr catalyst was found to be efficient for the C-H arylation of benzoquinone. This methodology represents the first example of a Meerwein arylation catalyzed by a heterogeneous catalyst.

tert‐Butyl Nitrite (TBN), a Multitasking Reagent in Organic Synthesis

“…Both the heterogeneous catalyst and hydroquinone work synergistically for the C−H arylation of benzoquinone with the in situ generated diazonium salt. The recyclability of the catalyst, low catalyst loading, and broad substrate scope makes this method efficient and cost‐effective (Scheme ) . Apart from their contributions in palladium and copper‐catalyzed use of diazonium salt, they extended their strategy to copper catalyst free‐radical C−H arylation of pyrroles.…”

“…The recyclability of the catalyst, low catalystl oading, and broad substrate scopem akes this method efficient and cost-effective (Scheme 21). [46] Apart from their contributions in palladium and copper-catalyzed use of diazonium salt, they extended their strategy to copperc atalystf ree-radical CÀHa rylation of pyrroles.T he reactionp roceeds at room temperature under an eutralc ondition and shows high regioselectivity.T he yield andn ature of the product is greatlya ffected by the electronic effect of both the coupling partners. The strongly electron-deficient pyrroles show low reactivity due to the electrophilic character of aryl radicals.…”

Retraction of “Ascorbic Acid-Promoted C–H Arylation of Heterocyclic N-Oxides through in Situ Diazotisation of Anilines: A Green and Selective Coupling Process”

“…10 A potentially more sustainable approach is the direct arylation of aromatic rings employing an aryl radical species generated in-situ. 11,12 Aryl radical species 1 can be obtained from the corresponding arylboronic acids 2, [13][14][15][16] arylhalides 3, 17 aryldiazonium salts 4 [18][19][20][21] and diaryliodonium salts 5 [22][23][24] (Figure 1). Addition of the aryl radical to a second aryl species followed by oxidation / rearomatisation then Figure 1.…”

Cyclizing Radical Carboiodination, Carbotelluration, and Carboaminoxylation of Aryl Amines

“…[6] It is important to note that carboiodination cannot be achieved by radical iodine transfer chemistry starting with aryl iodides. [6] It is important to note that carboiodination cannot be achieved by radical iodine transfer chemistry starting with aryl iodides.…”