A simple set of protocols for the controlled elaboration of anilines is reported allowing access to a diverse array of aminophenols, aminoarylsulfonates, alkylated anilines, and aminoanilines in 29-95% yield in a single laboratory operation from easily isolable, bench-stable N,N-dialkylaniline N-oxides. The introduction of new C-O, C-C, and C-N bonds on the aromatic ring is made possible by a t...

A Pd-catalyzed regioselective C-H bond carbonylation of N-alkyl anilines for the synthesis of isatoic anhydrides has been developed. The key Pd-catalyst intermediate has been isolated and characterized. This novel Pd-catalyzed carbonylation reaction tolerates a wide range of functional groups and is a reliable method for the rapid elaboration of readily available N-alkyl anilines into a variety...

ABSTRACT An efficient method for the synthesis of N,N-bis(phenacyl)anilines was developed via smooth condensation of anilines with α-bromoacetophenones in the presence of sodium carbonate as acid acceptor and polyethylene glycol 400 (PEG 400) as catalyst at room temperature under solvent-free conditions by using 350 W ultrasound irradiation. In addition to experimental simplicity, the main adva...

A straightforward and atom-economical method is described for the synthesis of 2,3-disubstituted indoles. Anilines and 1,2-diols are condensed under neat conditions with catalytic amounts of either [Cp*IrCl(2)](2)/MsOH or RuCl(3)·xH(2)O/phosphine (phosphine = PPh(3) or xantphos). The reaction does not require any stoichiometric additives and only produces water and dihydrogen as byproducts. Ani...

Water clusters of protonated substituted anilines generated by an electrospray ion source have been investigated using a Fourier Transform ion cyclotron resonance mass spectrometer. It is observed that evaporation kinetics and cluster distributions are highly dependent on sites of protonation in the substituted anilines. Based on the examination of the water cluster distributions of protonated ...

A highly efficient protein bioconjugation method is described involving addition of anilines to o-aminophenols in the presence of sodium periodate. The reaction takes place in aqueous buffer at pH 6.5 and can reach high conversion in 2-5 min. The major product was characterized using X-ray crystallography, which revealed that an unprecedented oxidative ring contraction occurs after the coupling...

In our ongoing efforts in preparing tool compounds for investigating and controlling the biosynthesis of phenazines, we recognized the limitations of existing protocols for C–N bond formation of electron-deficient anilines when using reductive amination. After extensive optimization, we have established three robust and scalable protocols for the reductive amination of ketones with electron-def...

Anilines are major commodity chemicals used extensively in the production of pharmaceuticals, dyes, and polymers. However, typical methods for synthesizing anilines suffer from poor environmental sustainability. Here, we report an electrocatalytic route that works aqueous solution at room temperature pressure, where electrons protons required to reduce nitrobenzene precursors obtained water. Ex...

CoPc-catalyzed selective radical arylation of anilines with arylhydrazines to afford 2-aminobiaryls in moderate to good yields is described.

Rapid synthesis of symmetrical 1, 3disubstituted urea derivatives from biuret and different substituted anilines has been carried out in presence of Sodium chloride (NaCl) in dry media. Diverse substituted anilines were reacted with biuret in 2:1 molar ratio to give the corresponding urea derivatives. The reaction conditions were clement, solvent free, mild and the products were attained in goo...