A series of 5,7,9-substituted 2-azapyrenes were synthesized for the first time. The synthesis relies on Brønsted acid promoted benzannulation of alkyne precursors prepared by palladium-catalyzed cross-coupling reactions. The synthetic strategy is efficient and the scope covers a variety of functional groups. The electrochemical behavior and photophysical properties of the products were investigated by UV−vis and fluorescence spectroscopy, cyclic voltammetry, and DFT calculations.
A range of aza-ullazines, which represent a new heterocyclic core structure, were synthesized through a scalable four-step reaction, including a Sonogashira reaction and metal-free cyclization promoted by p-toluenesulfonic acid. The optical and electrochemical properties of selected derivatives were investigated, they were found to have similar absorption and emission spectra but a higher oxidation potential than the parent ullazine core.
Please cite this article as: Tí. Kaszás, A. Ivanov, M. Tóth, P. Ehlers, P. Langer, Láó. Somsák, Pdcatalyzed coupling reactions of anhydro-aldose tosylhydrazones with aryl bromides to produce substituted exo-glycals, Carbohydrate Research (2018Research ( ), doi: 10.1016Research ( /j.carres.2018 This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manuscript will undergo copyediting, typesetting, and review of the resulting proof before it is published in its final form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain.
Pentaarylpyridines were conveniently prepared in one step by pentafold Suzuki-Miyaura reactions of pentachloropyridine. Moreover, site selective reactions were performed, leading to various substituted arylpyridines. Pentaarylpyridines were studied in detail by means of DFT calculations and by optical spectroscopy.
The palladium‐catalyzed CH activation and arylation of N‐methylpyrrole and N‐phenylpyrrole allowed a convenient synthesis of diarylpyrroles. The reactions were performed by using tetrabutylammonium acetate as an ionic solvent, which allowed for the application of a ligand‐free catalytic system by using simple palladium salts or polyvinylpyrrolidone‐stabilized palladium nanoparticles as the catalyst.
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