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Literature DB >> 15787587

Solvent-free synthesis of functionalized flavones under microwave irradiation.

Julio A Seijas¹, M Pilar Vázquez-Tato, Raquel Carballido-Reboredo.

Abstract

[reaction: see text] Eco-friendly direct solvent-free synthesis of flavones is achieved by microwave irradiation of phloroglucinol and beta-ketoesters. Heating with microwaves versus under classical conditions was shown to be higher yielding, cleaner, and faster. The reaction goes through a cycloaddition of an alpha-oxo ketene intermediate followed by an uncatalyzed thermal Fries rearrangement.

Entities: Chemical

Mesh：

Substances：
Flavones
Solvents

Year: 2005 PMID： 15787587 DOI： 10.1021/jo048685z

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

Keyword Cloud
Cited

8 in total

Review 1. Controlled microwave heating in modern organic synthesis: highlights from the 2004-2008 literature.

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Journal: Mol Divers Date: 2009-04-21 Impact factor: 2.943

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Journal: Biotechnol Rep (Amst) Date: 2022-04-12

3. Functionalised Mn(VI)-nanoparticles: an advanced high-valent magnetic catalyst.

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4. Shortwave infrared polymethine fluorophores matched to excitation lasers enable non-invasive, multicolour in vivo imaging in real time.

Authors: Emily D Cosco; Anthony L Spearman; Shyam Ramakrishnan; Jakob G P Lingg; Mara Saccomano; Monica Pengshung; Bernardo A Arús; Kelly C Y Wong; Sarah Glasl; Vasilis Ntziachristos; Martin Warmer; Ryan R McLaughlin; Oliver T Bruns; Ellen M Sletten
Journal: Nat Chem Date: 2020-10-19 Impact factor: 24.427

5. Flavonoid Glycosides with a Triazole Moiety for Marine Antifouling Applications: Synthesis and Biological Activity Evaluation.

Authors: Daniela Pereira; Catarina Gonçalves; Beatriz T Martins; Andreia Palmeira; Vitor Vasconcelos; Madalena Pinto; Joana R Almeida; Marta Correia-da-Silva; Honorina Cidade
Journal: Mar Drugs Date: 2020-12-24 Impact factor: 5.118

Solvent-free synthesis of functionalized flavones under microwave irradiation.

Review 1. Controlled microwave heating in modern organic synthesis: highlights from the 2004-2008 literature.

Review 2. Chemotherapeutic effects of Apigenin in breast cancer: Preclinical evidence and molecular mechanisms; enhanced bioavailability by nanoparticles.

3. Functionalised Mn(VI)-nanoparticles: an advanced high-valent magnetic catalyst.

4. Shortwave infrared polymethine fluorophores matched to excitation lasers enable non-invasive, multicolour in vivo imaging in real time.

5. Flavonoid Glycosides with a Triazole Moiety for Marine Antifouling Applications: Synthesis and Biological Activity Evaluation.

6. A novel one-pot synthesis of flavones.

Review 7. Structural derivatization strategies of natural phenols by semi-synthesis and total-synthesis.

8. Inhibition of c-Kit signaling by diosmetin isolated from Chrysanthemum morifolium.