Palladium-Catalyzed Fluorinated Olefination of Aromatics.

Org Lett

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China.

Published: December 2024

Palladium-mediated, ligand-promoted C-H fluorinated olefination of aromatic derivatives is reported employing 2-bromo-3,3,3-trifluoropropene (BTP) as the fluorinating reagent. Bioactive compounds, such as Isatin, exhibited excellent compatibility with this reaction, underscoring the significance of this methodology for the synthesis of important derivatives.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.4c04254DOI Listing

Publication Analysis

Top Keywords

fluorinated olefination
8
palladium-catalyzed fluorinated
4
olefination aromatics
4
aromatics palladium-mediated
4
palladium-mediated ligand-promoted
4
ligand-promoted c-h
4
c-h fluorinated
4
olefination aromatic
4
aromatic derivatives
4
derivatives reported
4

Similar Publications

Perspective of Tribological Mechanisms for α-Alkene Molecules with Different Chain Lengths from Interface Behavior.

Langmuir

December 2024

State Key Laboratory of Fluorinated Functional Membrane Materials, Dongyue Fluorosilicone Technology Group, Zibo 256400, China.

Three α-alkene lubricants, differentiated by chain length, were selected as model compounds to investigate the influence of chain length on tribological properties. The novelty of this study lies in setting chain length as the sole variable to explore its impact on surface and adsorption energy. Based on the above findings, the study provides a unique explanation of the intrinsic relationship between chain length and tribological performance.

View Article and Find Full Text PDF

Catalytic Asymmetric Oxidative Coupling between C(sp)-H Bonds and Carboxylic Acids.

J Am Chem Soc

December 2024

State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Frontiers Science Center for New Organic Matter, Nankai University, Tianjin 300071, China.

The direct enantioselective functionalization of C(sp)-H bonds in organic molecules could fundamentally transform the synthesis of chiral molecules. In particular, the enantioselective oxidation of these bonds would dramatically change the production methods of chiral alcohols and esters, which are prevalent in natural products, pharmaceuticals, and fine chemicals. Remarkable advances have been made in the enantioselective construction of carbon-carbon and carbon-nitrogen bonds through the C(sp)-H bond functionalization.

View Article and Find Full Text PDF

A novel and efficient 1,2-oxidative trifluoromethylation of olefins employing Ag(OCCFSOF) as a trifluoromethyl source is described with O as the oxidant, which provides access to a variety of valuable α-trifluoromethyl-substituted ketones. The broad substrate scope, feasibility of large-scale operation, and derivatization reactions of α-trifluoromethyl ketones demonstrate the promising utility of this protocol.

View Article and Find Full Text PDF

Palladium-Catalyzed Fluorinated Olefination of Aromatics.

Org Lett

December 2024

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China.

Palladium-mediated, ligand-promoted C-H fluorinated olefination of aromatic derivatives is reported employing 2-bromo-3,3,3-trifluoropropene (BTP) as the fluorinating reagent. Bioactive compounds, such as Isatin, exhibited excellent compatibility with this reaction, underscoring the significance of this methodology for the synthesis of important derivatives.

View Article and Find Full Text PDF

Synthesis of Arenesulfenyl Fluorides and Fluorosulfenylation of Alkenes, Alkynes, and α-Diazocarbonyl Compounds.

Angew Chem Int Ed Engl

December 2024

Harvard University, Chemistry and Chemical Biology, 12 Oxford St., Mallinckrodt 303N, 02138, Cambridge, UNITED STATES OF AMERICA.

Sulfenyl fluorides are organic compounds of sulfur in formal oxidation state +2 with the formula R-S-F. Although the chloride, bromide, and iodide analogues have been extensively described in the literature, arenesulfenyl fluorides remain essentially unstudied. These structures have been implicated as putative intermediates in established processes to access polyfluorinated sulfur species; however, definitive and direct evidence of their existence has not been obtained, nor has a systematic understanding of their reactivity.

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!