Sustainable protocols for direct C–H bond arylation of (hetero)arenes

Abstract

Direct C-H bond arylation of (hetero)arenes is a very convenient approach for the synthesis of a wide variety of molecular targets, including compounds of pharmaceutical interest and π-conjugated small molecules...

Photobiocatalytic Cascades for Acylating N‐Heterocycles with Natural Amino Acids via the 2‐Keto Acids

“…Small amounts of alkylation products were also observed in the mass spectra of the reaction mixture of other keto acids (Figure S3), indicating that decarbonylation also exists for other acyl radicals. The application of the alkylation reaction is worth further exploration because phenylpyruvate can be easily obtained through biocatalysis [18b] and is rarely reported as an alkylation agent [26] . 4 fa was not synthesized because 4‐hydroxyphenyrruvic acid ( 2 f ) was unstable under light irradiation conditions (Figure S4).…”

Palladium-Catalyzed C7–H (Hetero)arylation of Pyrazolo[1,5-a]pyrazines with Heteroarenes and Aryl Iodides with the Assistance of Silver Salts

“…Compared to previous reports on the C–H arylation of pyrazolo[1,5- a ]pyridines, the current reaction conditions were superior in terms of reaction time, temperature, and the use of sustainable solvent. 4d The presence of the electron-withdrawing nitrogen on the pyrazine ring (N5) might attribute to the increase in reactivity.…”

Toward eco-friendly protocols: insights into direct arylation polymerizations under aerobic conditions in anisole

“…5 Differently from the conventional polymerization methodologies based on Suzuki–Miyaura, 6 Migita–Stille 7 and Kumada–Corriu 8 cross-couplings, direct arylation polymerization (DArP) relies on the activation of specific C–H bonds in selected monomers for the formation of CPs, thereby avoiding many of the complications inherent to other polymerization techniques concerning the preparation of monomers. 9 Differently structured CPs have been obtained through the fine-tuning of the reaction conditions, 10 but the current synthetic challenge is represented by the replacement of the typical solvents used for DArP 11 without compromising the molecular weights, yields and structural regularity of the resulting CPs. These research efforts aim at eliminating the dependence on the solvents (xylenes, toluene, tetrahydrofuran, dimethylformamide, and dimethylacetamide) characterized by a high level of toxicity.…”