Herein, we report the metal-free hydration of pyridine-SF-alkynes, under acidic conditions and with reaction durations ranging from 5 min to 10 h at room temperature, to synthesize pyridine-SF-methyl ketones in yields of 59-93%. Further, we demonstrate the synthetic applications of the synthesized pyridine-SF-methyl ketones, such as chlorination, NaBH reduction, Baeyer-Villiger oxidation, and the generation of enol-triflates. These compounds hold promise as useful building blocks in the syntheses of a wide range of SF-containing drug candidates.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.2c00998DOI Listing

Publication Analysis

Top Keywords

pyridine-sf-methyl ketones
12
hydration pyridine-sf-alkynes
8
regioselective synthesis
4
synthesis pyridine-sf-methyl
4
ketones hydration
4
pyridine-sf-alkynes report
4
report metal-free
4
metal-free hydration
4
pyridine-sf-alkynes acidic
4
acidic conditions
4

Similar Publications

Circulating Endocannabinoids Are Associated with Mental Alertness During Ultra-Endurance Exercise.

Cannabis Cannabinoid Res

December 2024

Exercise Physiology Research Group, Department of Movement Sciences, KU Leuven, Leuven, Belgium.

Ultra-endurance exercise events result in central fatigue, impacting on mental alertness and decision making. Endocannabinoids are typically elevated during endurance exercise and have been implicated in central processes such as learning and memory, but their role in central fatigue has never been studied. Twenty-four recreational male ultrarunners participated in a 100-km trail run, and 18 of them completed at least 60 km and were included in the analyses.

View Article and Find Full Text PDF

Substrate expansion of Geotrichum candidum alcohol dehydrogenase towards diaryl ketones by mutation.

Appl Microbiol Biotechnol

December 2024

Department of Life Science and Technology: Tokyo Kogyo Daigaku Seimei Rikogakuin Seimei Rikogakukei, Institute of Science Tokyo, 4259 Nagatsuta-Cho Midzeori-Ku, Yokohama, 226-8501, Japan.

Chiral diaryl alcohols, such as (4-chlorophenyl)(pyridin-2-yl)methanol, are important intermediates for pharmaceutical synthesis. However, using alcohol dehydrogenases (ADHs) in the asymmetric reduction of diaryl ketones to produce the corresponding alcohols is challenging due to steric hindrance in the substrate binding pockets of the enzymes. In this study, the steric hindrance of the ADH from Geotrichum candidum NBRC 4597 (G.

View Article and Find Full Text PDF

Diagnosis, Severity, and Prognosis from Potential Biomarkers of COVID-19 in Urine: A Review of Clinical and Omics Results.

Metabolites

December 2024

Department of Biochemistry and Molecular Biology and Soil Science and Agricultural Chemistry, University of Alicante, 03690 Alicante, Spain.

The COVID-19 pandemic, caused by the SARS-CoV-2 virus, has spurred an extraordinary scientific effort to better understand the disease's pathophysiology and develop diagnostic and prognostic tools to guide more precise and effective clinical management. Among the biological samples analyzed for biomarker identification, urine stands out due to its low risk of infection, non-invasive collection, and suitability for frequent, large-volume sampling. Integrating data from omics studies with standard biochemical analyses offers a deeper and more comprehensive understanding of COVID-19.

View Article and Find Full Text PDF

Chemical Diversity of Mediterranean Seagrasses Volatilome.

Metabolites

December 2024

CNRS, Aix-Marseille University, Avignon University, IRD, UMR 7263 IMBE, 13397 Marseille, France.

Background/objectives: Biogenic volatile organic compounds (BVOCs), extensively studied in terrestrial plants with global emissions around 1 PgC yr, are also produced by marine organisms. However, benthic species, especially seagrasses, are understudied despite their global distribution (177,000-600,000 km). This study aims to examine BVOC emissions from key Mediterranean seagrass species (, , , and ) in marine and coastal lagoon environments.

View Article and Find Full Text PDF

Volatile compounds have a deep influence on the quality and application of the medicinal herb ; however, little is known about the effect of UV-B radiation on volatile metabolites. We herein investigated the effects of UV-B exposure on the volatile compounds and transcriptome of to assess the potential for improving its quality and medicinal characteristics. Out of 733 volatiles obtained, a total of 133 differentially expressed metabolites (DEMs) were identified by metabolome analysis.

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!