Additive‐free and Diastereoselective Synthesis for trans‐Disubstituted‐2,3‐dihydro‐benzofurans via [4 + 1] Annulation between p‐QMs and TFISYs DOI
Yong Li,

Chuan‐Chuan Wang,

Mengru Ren

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 14, 2024

Abstract An additive‐free and diastereoselective [4+1] annulation between ortho ‐hydroxyphenyl‐substituted para ‐quinone methides CF 3 ‐substituted imidoyl sulfoxonium ylides is developed, providing a facile practical route to diverse trans ‐2,3‐dihydrobenzofurans with high efficiency. This protocol features mild conditions, broad substrate scope easy operate.

Language: Английский

Regioselective Nickel-Catalyzed Hydrotrifluoroalkylation of Alkynes to Construct Trisubstituted Allylic Trifluoromethyl Alkenes DOI
Qingqing Zhang,

Ruo‐Xing Jin,

Qian Gao

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 1, 2025

Introducing fluorine atoms or fluorine-containing groups into drug molecules has become a common approach in design, with the incorporation of trifluoromethyl as focal point research field organic fluorochemistry. Here, we describe nickel-catalyzed hydrotrifluoromethylation internal alkynes alkyl bromides to synthesize series highly regioselective allyl trisubstituted alkenes. This reaction is characterized by mild conditions and broad functional-group tolerance, providing an efficient practical

Language: Английский

Citations

0
Glass-Facilitated Thermal Decomposition of Difluoromethoxy Arenes DOI

Sirun Yang,

Tianhua Tang,

Hayden Cheek

et al.

Organic Process Research & Development, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 4, 2025

Language: Английский

Citations

0
Development of potent inhibitors targeting bacterial prolyl-tRNA synthetase through fluorine scanning-directed activity tuning DOI
Zhiteng Luo,

Haipeng Qiu,

Peng Xu

et al.

European Journal of Medicinal Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 117647 - 117647

Published: April 1, 2025

Language: Английский

Citations

0
Synthetic Approaches and Application of Representative Clinically Approved Fluorine-Enriched Anti-Cancer Medications DOI
Henan Liu,

Ying Zhu,

Yuan Chi

et al.

European Journal of Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 276, P. 116722 - 116722

Published: July 28, 2024

Language: Английский

Citations

1
Synthesis and antimicrobial activity of 6-iodo-2-(trifluoromethyl)-4(3H)-quinazolinone derivatives DOI
Reem Alharbi

Monatshefte für Chemie - Chemical Monthly, Journal Year: 2024, Volume and Issue: 155(10), P. 959 - 966

Published: Aug. 24, 2024

Language: Английский

Citations

0
Access to Vinyl gem‐Difluorinated Cyclopropanes via Photopromoted Palladium‐Catalyzed Heck Reaction DOI
Bin Li,

Quanxiang Feng,

Jingjing Yuan

et al.

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 18, 2024

Abstract A photopromoted Pd‐catalyzed Heck reaction of gem ‐difluorocyclopropyl bromides (DFCBs) with styrenes to deliver vinyl ‐difluorinated cyclopropanes (VDFCs) under mild conditions has been developed. The demonstrates good functional group compatibility while providing high E/Z ratio the products. Furthermore, desired VDFCs can be easily transformed into fluorinated cyclic/acyclic architectures, which may broaden its applications in organic synthesis.

Language: Английский

Citations

0
Benchtop 19F Nuclear Magnetic Resonance (NMR) Spectroscopy-Optimized Knorr Pyrazole Synthesis of Celecoxib and Mavacoxib, 3-(Trifluoromethyl) Pyrazolyl Benzenesulfonamides, Non-Steroidal Anti-Inflammatory Drugs (NSAIDs) DOI Open Access

Andrew Chyu,

Selina Xi,

Joshua Kim

et al.

Spectroscopy Journal, Journal Year: 2024, Volume and Issue: 2(4), P. 206 - 215

Published: Nov. 11, 2024

Fluorinated organic compounds have demonstrated remarkable utility in medicinal chemistry due to their enhanced metabolic stability and potent therapeutic efficacy. Several examples exist of fluorinated non-steroidal anti-inflammatory drugs (NSAIDs), including diflunisal, flurbiprofen, trifluoromethylated pyrazoles celecoxib mavacoxib. These pyrazoles, which are most commonly constructed through the cyclocondensation a trifluorinated 1,3-dicarbonyl an aryl hydrazine, also found numerous other drug candidates. Here, we interrogate effects solvents presence Brønsted or Lewis acid catalysts on catalyzing this process. We highlight benchtop 19F NMR spectroscopy enabling real-time quantification reaction progress identification species present crude mixtures without need for cost-prohibitive deuterated solvents. Ultimately, find that solvent has greatest impact rate product yield, relationship between keto-enol equilibrium dicarbonyl starting material pyrazole formation is highly solvent-dependent. More broadly, describe optimization yield kinetics trifluoromethylpyrazole synthesis mavacoxib, made possible high-throughput screening NMR.

Language: Английский

Citations

0
Additive‐free and Diastereoselective Synthesis for trans‐Disubstituted‐2,3‐dihydro‐benzofurans via [4 + 1] Annulation between p‐QMs and TFISYs DOI
Yong Li,

Chuan‐Chuan Wang,

Mengru Ren

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 14, 2024

Abstract An additive‐free and diastereoselective [4+1] annulation between ortho ‐hydroxyphenyl‐substituted para ‐quinone methides CF 3 ‐substituted imidoyl sulfoxonium ylides is developed, providing a facile practical route to diverse trans ‐2,3‐dihydrobenzofurans with high efficiency. This protocol features mild conditions, broad substrate scope easy operate.

Language: Английский

Citations

0