Carbamoylation of azaarenes and olefins with formamides through dual photoredox/HAT catalysis

Опубликована: Июнь 26, 2024

Among the different methods to synthesize amides, radical amidation of suitable acceptors is appealing. In this context, we have developed a methodology for photoinduced Minisci and Giese carbamoylation with readily available formamides. This approach avoids using less atom-efficient carbamoyl precursors (e.g., oxamic acids) sacrificial oxidants, relying on dual photoredox/hydrogen atom transfer (HAT) catalysis.

Язык: Английский

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Photocatalytic 1,3-Oxyheteroarylation of Aryl Cyclopropanes with Azine N-oxides

Chemical Science, Год журнала: 2024, Номер 15(48), С. 20433 - 20439

Опубликована: Янв. 1, 2024

Developed a difunctionalization method for aryl cyclopropanes using azine N -oxides as bifunctional reagents, generating β-heteroaryl ketones. This enables the use of previously challenging electron-deficient cyclopropanes.

Язык: Английский

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N‐Pyridylureas as Masked Isocyanates Fort the Late‐Stage Diversification of Pyridine‐N‐Oxides

ChemistrySelect, Год журнала: 2024, Номер 9(13)

Опубликована: Март 27, 2024

Abstract A new method for the synthesis of pyridine‐ and quinoline‐ N ‐oxides containing a ureido or carbamoyl fragment in position 2 has been developed. This concluded oxidation relatively readily available substituted , ‐dimethyl‐ ′‐(pyridine‐2‐yl)ureas to corresponding ‐oxides, followed by modification dimethylureide moiety. Being heated 90 °C presence amines solution DMF chlorobenzene, ‐oxide ′‐(pyridine‐2‐yl)urea undergoes transamination reaction without loss function. produces ‐alkyl/aryl‐ N’ ‐(pyridine‐2‐yl)ureas 24–99 % yields, (about 30 examples). Values NH protons chemical shifts are good criterion selectivity reaction. The is also applicable ureas pyridine ring quinoline congener. ‐Oxides pyridine/quinoline‐containing carbamates can be similarly prepared heating ′‐(pyridine‐2‐yl)/(quinoline‐2‐yl)‐urea an appropriate alcohol at 120 °C.

Язык: Английский

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Electrochemical Heteroarylation and Amidation of Alkanes using Activated Glassy Carbon Electrodes without Mediators

Опубликована: Окт. 23, 2024

The functionalization of challenging unactivated C(sp³)-H bonds was achieved electrocatalytically via hydrogen atom transfer and without mediators. This possible through the sole activation surface Glassy Carbon Electrode in an electrochemical fashion using a phosphate buffer. produced oxygenated functional groups on surface, capable abstracting these atoms from alkanes. Minisci Ritter-type reactions were this procedure. Extensive characterization AGCE preliminary mechanistic studies allow us to propose plausible reaction mechanisms. Furthermore, regular battery can be used within protocol achieve desired substituted alkanes under inexpensive user-friendly conditions.

Язык: Английский

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Direct C-H functionalisation of azoles via Minisci reactions

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

This review gives an overview of the C–H functionalisation azoles via Minisci-type reactions, highlighting recent progress, existing limitations and potential areas for growth.

Язык: Английский

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