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Literature DB >> 33673146

Synthesis of Xanthones, Thioxanthones and Acridones by a Metal-Free Photocatalytic Oxidation Using Visible Light and Molecular Oxygen.

Alejandro Torregrosa-Chinillach¹, Rafael Chinchilla¹.

Abstract

9H-Xanthenes, 9H-thioxanthenes and 9,10-dihydroacridines can be easily oxidized to the corresponding xanthones, thioxanthones and acridones, respectively, by a simple photo-oxidation procedure carried out using molecular oxygen as oxidant under the irradiation of visible blue light and in the presence of riboflavin tetraacetate as a metal-free photocatalyst. The obtained yields are high or quantitative.

Entities: CellLine Chemical Disease Species

Keywords: acridones; photo-oxidation; photocatalysis; thioxanthones; xanthones

Mesh：

Substances：

Year: 2021 PMID： 33673146 PMCID： PMC7918112 DOI： 10.3390/molecules26040974

Source DB: PubMed Journal: Molecules ISSN： 1420-3049 Impact factor: 4.411

35 in total

1. Photoorganocatalysis, small organic molecules and light in the service of organic synthesis: the awakening of a sleeping giant.

Authors: Ioanna K Sideri; Errika Voutyritsa; Christoforos G Kokotos
Journal: Org Biomol Chem Date: 2018-06-11 Impact factor: 3.876

Review 2. Acridone-based antitumor agents: a mini-review.

Authors: Wesam S Alwan; Anand A Mahajan; Rajesh A Rane; Anish A Amritkar; Shital S Naphade; Mayur C Yerigiri; Rajshekhar Karpoormath
Journal: Anticancer Agents Med Chem Date: 2015 Impact factor: 2.505

3. Photocatalytic aerobic oxidation by a bis-porphyrin-ruthenium(IV) mu-oxo dimer: observation of a putative porphyrin-ruthenium(V)-oxo intermediate.

Authors: Eric Vanover; Yan Huang; Libin Xu; Martin Newcomb; Rui Zhang
Journal: Org Lett Date: 2010-05-21 Impact factor: 6.005

Review 4. Natural and synthetic acridines/acridones as antitumor agents: their biological activities and methods of synthesis.

Authors: Grzegorz Cholewiński; Krystyna Dzierzbicka; Aleksander M Kołodziejczyk
Journal: Pharmacol Rep Date: 2011 Impact factor: 3.024

5. Arylruthenium(III) Porphyrin-Catalyzed C-H Oxidation and Epoxidation at Room Temperature and [Ru^V(Por)(O)(Ph)] Intermediate by Spectroscopic Analysis and Density Functional Theory Calculations.

Authors: Ka-Pan Shing; Bei Cao; Yungen Liu; Hung Kay Lee; Ming-De Li; David Lee Phillips; Xiao-Yong Chang; Chi-Ming Che
Journal: J Am Chem Soc Date: 2018-05-21 Impact factor: 15.419

Synthesis of Xanthones, Thioxanthones and Acridones by a Metal-Free Photocatalytic Oxidation Using Visible Light and Molecular Oxygen.

1. Photoorganocatalysis, small organic molecules and light in the service of organic synthesis: the awakening of a sleeping giant.

Review 2. Acridone-based antitumor agents: a mini-review.

3. Photocatalytic aerobic oxidation by a bis-porphyrin-ruthenium(IV) mu-oxo dimer: observation of a putative porphyrin-ruthenium(V)-oxo intermediate.

Review 4. Natural and synthetic acridines/acridones as antitumor agents: their biological activities and methods of synthesis.

5. Arylruthenium(III) Porphyrin-Catalyzed C-H Oxidation and Epoxidation at Room Temperature and [Ru^V(Por)(O)(Ph)] Intermediate by Spectroscopic Analysis and Density Functional Theory Calculations.

6. Lewis acid-catalysed one pot synthesis of substituted xanthenes.

Review 7. Visible Light Photoredox Catalysis Using Ruthenium Complexes in Chemical Biology.

Review 8. Xanthones and Cancer: from Natural Sources to Mechanisms of Action.

9. C-H Photooxygenation of Alkyl Benzenes Catalyzed by Riboflavin Tetraacetate and a Non-Heme Iron Catalyst.

10. Chemistry glows green with photoredox catalysis.

Review 1. A Double-Edged Sword: Thioxanthenes Act on Both the Mind and the Microbiome.

Synthesis of Xanthones, Thioxanthones and Acridones by a Metal-Free Photocatalytic Oxidation Using Visible Light and Molecular Oxygen.

1. Photoorganocatalysis, small organic molecules and light in the service of organic synthesis: the awakening of a sleeping giant.

Review 2. Acridone-based antitumor agents: a mini-review.

3. Photocatalytic aerobic oxidation by a bis-porphyrin-ruthenium(IV) mu-oxo dimer: observation of a putative porphyrin-ruthenium(V)-oxo intermediate.

Review 4. Natural and synthetic acridines/acridones as antitumor agents: their biological activities and methods of synthesis.

5. Arylruthenium(III) Porphyrin-Catalyzed C-H Oxidation and Epoxidation at Room Temperature and [RuV(Por)(O)(Ph)] Intermediate by Spectroscopic Analysis and Density Functional Theory Calculations.

6. Lewis acid-catalysed one pot synthesis of substituted xanthenes.

Review 7. Visible Light Photoredox Catalysis Using Ruthenium Complexes in Chemical Biology.

Review 8. Xanthones and Cancer: from Natural Sources to Mechanisms of Action.

9. C-H Photooxygenation of Alkyl Benzenes Catalyzed by Riboflavin Tetraacetate and a Non-Heme Iron Catalyst.

10. Chemistry glows green with photoredox catalysis.

Review 1. A Double-Edged Sword: Thioxanthenes Act on Both the Mind and the Microbiome.

5. Arylruthenium(III) Porphyrin-Catalyzed C-H Oxidation and Epoxidation at Room Temperature and [Ru^V(Por)(O)(Ph)] Intermediate by Spectroscopic Analysis and Density Functional Theory Calculations.