Copper‐catalyzed synthesis of
<i>N</i>
‐aryl acridones from 2‐amino benzophenones and aryl boronic acids via sequential double oxidative C–N coupling
作者:Yang He、Liang Xu、Jinli Zhang、Yu Wei
DOI:10.1002/aoc.5316
日期:2020.2
Pot‐economic synthesis of N‐aryl acridones was performed with 2‐aminobenzophenones and aryl boronic acids as starting materials. Cu‐catalyzed chelation‐assisted oxidative C–N cross‐coupling reactions were well merged with the following intra‐molecular oxidative dehydrogenative C–H amination reactions under an air atmosphere. The use of reagent capsules can further resolve the compatibility problem
of acridone derivatives has been developed from simple and easily accessible o-aminobenzamides and 2-(trimethylsilyl)aryl triflates. The base played an important role in the selective controlled synthesis of N-H and N-aryl acridones. A preliminary study on the fluorescence properties of N-aryl acridones demonstrated that they could be used as fluorescent materials with a broad emission range.
The present application relates to a compound of a formula (I), to the use of this compound in an electronic device, and to an electronic device comprising one or more compounds of the formula (I). The invention furthermore relates to the preparation of the compound of the formula (I) and to a formulation comprising one or more compounds of the formula (I).
Formation of Acridones by Ethylene Extrusion in the Reaction of Arynes with β-Lactams and Dihydroquinolinones
作者:Yuesi Fang、Donald C. Rogness、Richard C. Larock、Feng Shi
DOI:10.1021/jo3011073
日期:2012.7.20
N-Unsubstituted beta-lactams react with a molecule of aryne by insertion into the amide bond to form a 2,3-dihydroquinolin-4-one, which subsequently reacts with another molecule of aryne to form an acridone by extrusion of a molecule of ethylene. 2,3-Dihydroquinolin-4-ones react under the same reaction conditions to afford identical results. This is the first example of ethylene extrusion in aryne chemistry.
Gomberg; Tabern, Journal of the American Chemical Society, 1926, vol. 48, p. 1352