Synthesis and Properties of 6-Oxazaaceanthrylenes

IF 2.5 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2024-11-01 DOI:10.1002/ejoc.202401045

Jan Radolko, Ha N Do, Peter Ehlers, Alexander Villinger, Peter Langer

引用次数: 0

Abstract

6‑Oxazaaceanthrylenes have been synthesized for the first time via a selective SNAr reaction or Ullmann-coupling of phenols, followed by a C-H activation reaction. The reaction has been carefully optimized and permits the selective synthesis of N,O-doped aceanthrylenes in moderate to excellent yields and tolerate various functional groups. The aromatic behavior of the hitherto unknown heterocyclic scaffold has been further analyzed by NICS and NICS2BC calculations.

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6-Oxazaaceanthrylenes 的合成与特性

通过选择性 SNAr 反应或苯酚的乌尔曼偶联反应，然后进行 C-H 活化反应，首次合成了 6-氧杂氮杂蒽。该反应经过精心优化，可以选择性地合成 N,O-掺杂的洋蒽，产率从中等到极好，并能耐受各种官能团。通过 NICS 和 NICS2BC 计算，进一步分析了迄今未知杂环支架的芳香行为。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.