Synthesis of Anthraquinone Derivatives: Tandem Diels-Alder-Decarboxyl­ation-Oxidation Reaction of 3-Hydroxy-2-pyrone with 1,4-Naphthoquinone

Abstract

In the presence of triethylamine, the Diels-Alder reaction of 3-hydroxy-2-pyrones with 1,4-naphthoquinones by a decarboxylation-oxidation process gave anthraquinone derivatives in good to excellent yields.

Пошук Рострегуляторів Серед (7-Хлорохінолін-4-Ілтіо)карбонових Кислот Та Триазолів Антрацендіону Для Мікроклонального Розмноження Рослин

“…Різноманітні похідні хіноліну та антрацендіону знаходять застосування у якості як синтонів в органічному синтезі та молекулярному дизайні, так і відомих ефективних біологічно активних сполук. Їх гетероциклічна система має високореакційні положення (2 та 4 в хіноліні та 1, 4 в антрацендіоні), що дозволяє модифікувати молекули й одержувати нові ефективні біорегулятори [11][12][13][14][15][16][17][18].…”

Base Mediated Tandem Vinylogous Addition and Cyclization of γ-Phosphonyl/Sulfonyl Crotonates and Ynones: Synthesis of Functionalized 2-Pyrones

“…6 Further, with its unique electronically biased unsaturated cyclic system, it has been utilized as a versatile building block in organic synthesis especially as a diene component in Diels–Alder reactions. 7 As a result, considerable attention has been devoted to access diversely functionalized pyrone compounds by employing different methods. 8 Despite the fact that these methods made processes more facile and efficient, there still exists a vast need to develop the new methodologies to broaden the diversity of the pyrone compounds.…”

“…2-Pyrone not only occurs very frequently in natural products isolated from plants, animals, marine sources, and microorganisms but also appears quite often in biologically and pharmaceutically active synthetic molecules. − A 2-pyrone skeleton with different substitution patterns is known to possess a wide range of biological activities such as antimicrobial, antifungal, anti-inflammatory, anti-HIV, and anticancer . Further, with its unique electronically biased unsaturated cyclic system, it has been utilized as a versatile building block in organic synthesis especially as a diene component in Diels–Alder reactions . As a result, considerable attention has been devoted to access diversely functionalized pyrone compounds by employing different methods .…”