The direct arylation of N-(2-pyridyl) substituted anilines is described. Arylation takes place in ortho position to the amine functionality and is directed by the pyridine N-substituent. Remarkably, N-arylation was never observed as a competing process even though conditions also suitable for Buchwald-Hartwig reactions were applied. The scope of the reaction was investigated in terms of aryl do...

We report a procedure to linearly scale-up the synthesis of 2,8-bis(3,6-di-tert-butyl-9H-carbazol-9-yl)dibenzothiophene-S,S-dioxide (compound 4) and 2,8-bis(10H-phenothiazin-10-yl)dibenzothiophene-S,S-dioxide (compound 5) using Buchwald-Hartwig cross-coupling reaction conditions. In addition, we demonstrate a scaled-up synthesis of all non-commercially available starting materials that are requ...

Abstract Eine Cyclopentanellierungsstrategie wird für den Zugang zu langen, stabilen Azaarenen vorgestellt. Buchwald–Hartwig‐Kupplung von literaturbekannten di‐ und tetrabromierten cyclopentanelierten N , ′‐Dihydrotetraazapentacenen lieferte stabile Azaarene mit bis 13 linear anellierten Benzolringen einer Länge 3.1 nm. Ihre optoelektronischen halbleitenden Eigenschaften sowie ihre Aromatizität...

The Buchwald–Hartwig amination of arylhalides with the Pd–Josiphos complex is a very useful process for generation primary amines using ammonia as reactant. Density-functional theory (DFT) calculations are carried out to examine reaction mechanism this process. Although general C–N cross-coupling known, there still some open questions regarding effect chelate phosphine ligand and role base in R...

A series of subporphyrin-based fluorescent probes bearing 1-aza-15-crown-5 or 1-aza-18-crown-6 moieties at the meso axial positions were prepared by Pd-catalyzed Buchwald-Hartwig amination reaction corresponding bromosubporphyrins. Both types aza-crown-ether-incorporated subporphyrins in solution and exhibited cation-dependent absorption fluorescence changes. In titration experiments, opposite ...

3,7-Diaminophenothiazine derivatives are readily synthesized via two-fold Buchwald-Hartwig coupling of 10-hexyl 3,7-dibromo-10H-phenothiazine with a series of primary and secondary anilines and amines. All derivatives possess two reversible oxidations at low potentials with remarkable semiquinone formation constants. The electronic structure of this novel class of phenothiazinyl-oligoanilines i...

N-Alkoxycarbonyl / carbamoylmethyl substituted 1H-imidazol-2-yliden-Pd (II) complexes (Cat-1-5) were used for the first time as catalysts in Suzuki-Miyaura reaction between aryl bromides and arylboronic acids. All screened found to be excellent selected coupling 4-bromobenzaldehyde phenylboronic acid at room temperature. Cat-3 was shown most efficient one optimisation of conditions determining ...

A series of new 1-aryl-4-(biarylmethylene)piperazines has been synthesized. These ligands are structurally related to SLV-313, a potential atypical antipsychotic having potent D2 receptor antagonist and 5-HT1A receptor agonist properties. Buchwald-Hartwig coupling reactions of 1-boc-piperazine with appropriate aryl halides and subsequent removal of the boc group rendered arylpiperazines. The re...