AI Article Synopsis

  • The direct functionalization of C-H bonds has transformed synthetic organic chemistry, allowing for efficient modifications of arenes without the need for prefunctionalization.
  • Innovative methods, particularly photoredox catalysis using transition metal and organic photocatalysts, have tackled challenges related to the inertness and regioselectivity of C-H bonds.
  • This review presents recent advancements in regioselective C-H functionalization, focusing on strategies for achieving selectivity, mechanistic insights, and novel methodologies that enhance the scope of C-H bond modifications.

Similar Publications

Enzymatic Cascades for Stereoselective and Regioselective Amide Bond Assembly.

Angew Chem Int Ed Engl

January 2025

The University of Manchester, School of Chemistry & Manchester Institute of Biotechnology, 131 Princess Street, M1 7DN, Manchester, UNITED KINGDOM OF GREAT BRITAIN AND NORTHERN IRELAND.

Amide bond formation is fundamental in nature and is widely used in the synthesis of pharmaceuticals and other valuable products. Current methods for amide synthesis are often step and atom inefficient, requiring the use of protecting groups, deleterious reagents and organic solvents that create significant waste. The development of cleaner and more efficient catalytic methods for amide synthesis remains an urgent unmet need.

View Article and Find Full Text PDF

Regioselective Difluoroalkylation of 2-Pyridones with Fluoroalkyl Bromides Enabled by a Nickel(II) Catalyst.

Chem Asian J

January 2025

National Chemical Laboratory CSIR, Chemical Engineering Division, Dr. Homi Bhabha Road, 411008, Pune, INDIA.

Regioselective C-H difluoroalkylation of diverse 2-pyridones with ethyl bromodifluoroacetates and bromodifluoroacetamides is accomplished by using a (dppf)NiCl2 catalyst under mild conditions. This efficient protocol could deliver a variety of C-3 difluoroalkylated pyridones with the tolerance of a range of highly susceptible functionalities, such as -Cl, -Br, -I, -COMe, -CN, -NMe2 and -NO2, including heteroarenes like pyridinyl, furanyl, thiophenyl and carbazolyl moieties. A preliminary mechanistic study suggests the radical pathway for the reaction involving fluoroalkyl radical intermediate.

View Article and Find Full Text PDF

Photoinduced Pd-Catalyzed 1,4-Dicarbofunctionalization of 1,3-Butadienes via Aliphatic C-H Bond Elaboration.

Org Lett

January 2025

Hefei National Research Center for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, People's Republic of China.

A three-component coupling strategy for 1,4-dicarbofunctionalization of 1,3-butadiene with C-H bearing substrates has been developed using photoinduced Pd catalysis, with aryl bromide serving as the hydrogen atom transfer (HAT) reagent. This photocatalytic coupling process achieves functionalized oxindole motifs in good yield and regioselectivity under mild reaction conditions. The versatility and synthetic utility of this method are demonstrated through the addition of a variety of C-H-bearing partners and various oxindole substrates to both substituted and unsubstituted butadiene.

View Article and Find Full Text PDF
Article Synopsis
  • A new method for the oxidative C-H alkenylation of benzoic acid using [Ru(η-CH)Cl] catalyst has been developed, operating efficiently in water at mild temperatures (60 °C).
  • The reaction shows regioselectivity, producing mono-olefinated products when using activated alkenes like acrylates, while both mono and diolefinated products emerge from unactivated alkenes such as styrene.
  • A novel five-membered cyclic compound was formed from vinylferrocene as a coupling partner, indicating a unique reactivity profile compared to other alkenes.
View Article and Find Full Text PDF
Article Synopsis
  • A new method for C-H functionalization of heteroaryl compounds is introduced, which involves a process called dearomative addition followed by hydrogen autotransfer.
  • This process starts with the hydroruthenation of dienes to create allylruthenium nucleophiles, leading to branched C-C coupling products through addition and β-hydride elimination.
  • The study also details the formation of enantiomerically enriched heteroarylethyl alcohols and amines through oxidative cleavage and dynamic kinetic asymmetric reduction, supported by density functional theory calculations linking regioselectivities to molecular factors.
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!