Search

The reactions of N-sulfonylindoles with H-phosphine oxides under oxidative conditions give a wide range of C-3 phosphorylated free (NH)-indoles. Several mild oxidants, such as AgNO3, di- tert-butyl peroxide (DTBP), and K2S2O8, can be used to promote this transformation. [ABSTRACT FROM AUTHOR]

A silver nitrate-mediated, efficient phosphorylation of benzothiazoles and thiazoles with diarylphosphine oxides was developed. This process provides a convenient route for the synthesis of a variety of 2-diarylphosphoryl benzothiazoles and thiazoles which are promising precursors of a series of hemilabile P,N-ligands with small bite angles. [ABSTRACT FROM AUTHOR]

The direct phosphorylation of (benzo)thiazoles with various H-phosphine oxides was realized by using K2S2O8 as the oxidant. A series of 2-phosphoryl (benzo)thiazoles were obtained in moderate to good yields. [ABSTRACT FROM AUTHOR]

Transition metal catalyzed C−H phosphorylation remains an unsolved challenge. Reported methods are generally limited in scope and require stoichiometric silver salts as oxidants. Reported here is an electrochemically driven RhIII‐catalyzed aryl C−H phosphorylation reaction that proceeds through H2 evolution, obviating the need for stoichiometric metal oxidants. The method is compatible with a variety of aryl C−H and P−H coupling partners and particularly useful for synthesizing triarylphosphine oxides from diarylphosphine oxides, which are often difficult coupling partners for transition metal catalyzed C−H phosphorylation reactions. Experimental results suggest that the mechanism responsible for the C−P bond formation involves an oxidation‐induced reductive elimination process. [ABSTRACT FROM AUTHOR]

Transition metal catalyzed C−H phosphorylation remains an unsolved challenge. Reported methods are generally limited in scope and require stoichiometric silver salts as oxidants. Reported here is an electrochemically driven RhIII‐catalyzed aryl C−H phosphorylation reaction that proceeds through H2 evolution, obviating the need for stoichiometric metal oxidants. The method is compatible with a variety of aryl C−H and P−H coupling partners and particularly useful for synthesizing triarylphosphine oxides from diarylphosphine oxides, which are often difficult coupling partners for transition metal catalyzed C−H phosphorylation reactions. Experimental results suggest that the mechanism responsible for the C−P bond formation involves an oxidation‐induced reductive elimination process. [ABSTRACT FROM AUTHOR]

Correction for ‘Silver-mediated direct phosphorylation of benzothiazoles and thiazoles with diarylphosphine oxides’ by Hui-Jun Zhang et al., Chem. Commun., 2015, 51, 3450–3453. [ABSTRACT FROM AUTHOR]

The convenient, efficient protocol for the phosphorylation of the title compounds furnishes 2-diarylphosphoryl-substituted products under mild conditions. [ABSTRACT FROM AUTHOR]

Innenrücktitelbild: Scalable Rhodium(III)-Catalyzed Aryl C-H Phosphorylation Enabled by Anodic Oxidation Induced Reductive Elimination (Angew. Keywords: C-H-Aktivierung; Elektrochemie; Oxidationen; Phosphorylierungen; Rhodium C-H-Aktivierung, Elektrochemie, Oxidationen, Phosphorylierungen, Rhodium. [Extracted from the article]