AI Article Synopsis

  • Our research presents a new method for synthesizing 3,4-dihydro-2-benzo[]chromen-2-one and fluorenone derivatives using -alkynylarylketones as starting materials.
  • The synthesis of 3,4-dihydro-2-benzo[]chromen-2-ones involves a silver-catalyzed reaction that creates intermediates, which then undergo a series of transformations to produce the final product in one step.
  • For fluorenone derivatives, the same precursor is utilized, involving an acid-catalyzed process that leads to the formation of key intermediates, ultimately resulting in good yields of the desired products.

Article Abstract

Our research has led to the development of a divergent synthesis approach for the synthesis of 3,4-dihydro-2-benzo[]chromen-2-one 3 and fluorenone 9 derivatives using -alkynylarylketones as common precursors. The synthesis of 3,4-dihydro-2-benzo[]chromen-2-ones 3 employed silver catalyzed ketonization to form polycarbonyl intermediates which underwent double intramolecular cyclization and decarboxylation to generate a lactone and a phenyl ring in a one-pot fashion. In addition, the same precursor could be used to prepare fluorenone derivatives 9 under acidic conditions. The reaction proceeded the formation of indenone analogs, followed by the generation of the -quinone methide intermediate and intramolecular cyclization to provide the corresponding products in good yields.

Download full-text PDF

Source
http://dx.doi.org/10.1039/d3ob01492dDOI Listing

Publication Analysis

Top Keywords

fluorenone derivatives
12
divergent synthesis
8
synthesis 34-dihydro-2-benzo[]chromen-2-one
8
34-dihydro-2-benzo[]chromen-2-one fluorenone
8
derivatives -alkynylarylketones
8
intramolecular cyclization
8
-alkynylarylketones led
4
led development
4
development divergent
4
synthesis approach
4

Similar Publications

Synthesis, structure, and reactivity of fully aryl-substituted pyrroles: toward the synthesis of nitrogen-doped buckybowls.

Org Biomol Chem

December 2024

State Key Laboratory of Photocatalysis on Energy and Environment, College of Chemistry, Fuzhou University, Fuzhou, 350116, China.

This study describes the synthesis and potential applications of pentaaryl-substituted pyrroles. We report a Pd-catalyzed approach for their preparation from 4,5-diyne-9-fluorenone (1,7-diyne) and aromatic amines. The target nitrogen-doped corannulenes () were investigated computationally to understand their electronic properties.

View Article and Find Full Text PDF

This study provides thorough computational and experimental assessments of four types of novel synthesized thiosemicarbazones. The compounds were effectively synthesized using a condensation reaction between thiosemicarbazide and fluorenone, producing a remarkable range of 70-88%. Additional chemical structures were examined utilizing spectroscopic methods, including Fourier-transform infrared spectroscopy (FTIR), NMR spectroscopy, and ultraviolet-visible spectroscopy.

View Article and Find Full Text PDF

Sirtuin 2 (SIRT2) belongs to the family of silent information regulators (sirtuins), which comprises nicotinamide adenine dinucleotide (NAD)-dependent protein lysine deacetylases. With a distribution across numerous tissues and organs of the human body, SIRT2 is involved in a wide range of physiological and pathological processes, such as regulating the cell cycle, energy metabolism, DNA repair, and tumorigenesis. Aberrant expression of SIRT2 has been closely associated with particular etiologies of human diseases, positioning SIRT2 as a promising therapeutic target.

View Article and Find Full Text PDF

Dehydrogenative [4 + 2] Annulation of 1-Indanones with Alkynes Enabled by In-Situ-Generated Nickel Hydride.

Org Lett

August 2024

Engineering Technology Research Center of Henan Province for Solar Catalysis, College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang 473061, China.

A practical and effective nickel-catalyzed dehydrogenative [4 + 2] annulation of 1-indanones with alkynes was reported. In this protocol, nickel-catalyzed desaturation of 1-indanones and nickel hydride catalyzed coupling with alkynes were first incorporated. A cyclopentadiene-type nickel hydride species was generated in situ via β-H elimination, and they subsequently reacted with a wide variety of alkynes to afford various benzo[a]fluorenone derivatives in good yields and regioselectivity.

View Article and Find Full Text PDF

Identification and Prioritization of Organic Pollutants in Human Milk from the Yangtze River Delta, China.

Environ Sci Technol

July 2024

State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China.

Article Synopsis
  • The study emphasizes the importance of analyzing pollutants in human milk to understand both maternal and infant exposure, noting that previous research often overlooked many substances.
  • A comprehensive analysis of 15 pooled human milk samples from the Yangtze River Delta revealed a total of 171 compounds, with 16 detected for the first time in human milk.
  • The research identified area-specific pollutants and established that polycyclic aromatic hydrocarbons (PAHs) only made up a small portion of the risk index, highlighting the need for increased focus on pollutants with various functional groups that have potential health risks.
View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!