Ligand-Enabled Palladium(II)-Catalyzed γ-C(sp3)–H Arylation of Primary Aliphatic Amines

CH Yuan, L Jiao - Organic Letters, 2023 - ACS Publications
The Pd (II)/sulfoxide-2-hydroxypyridine catalytic system shows promising activity in C–H
activation chemistry. In this study, we showcase how this catalytic system solves the problem …

Mechanism of the Palladium-Catalyzed C(sp3)–H Arylation of Aliphatic Amines: Unraveling the Crucial Role of Silver(I) Additives

W Feng, T Wang, D Liu, X Wang, Y Dang - ACS Catalysis, 2019 - ACS Publications
DFT calculations have been combined with experiments to study the mechanism of γ-C
(sp3)–H arylation of aliphatic amines promoted by palladium–glyoxylic acid cooperative …

Ligand‐Enabled Palladium(II)‐Catalyzed Enantioselective β‐C(sp3)−H Arylation of Aliphatic Tertiary Amides**

CH Yuan, XX Wang, L Jiao - Angewandte Chemie International …, 2023 - Wiley Online Library
Amide is one of the most widespread functional groups in organic and bioorganic chemistry,
and it would be valuable to achieve stereoselective C (sp3)− H functionalization in amide …

Mechanism and Stereoselectivity of Directed C(sp3)–H Activation and Arylation Catalyzed by Pd(II) with Pyridine Ligand and Trifluoroacetate: A Computational Study

J Jiang, JQ Yu, K Morokuma - ACS Catalysis, 2015 - ACS Publications
Density functional theory (DFT) calculations were conducted to elucidate the mechanism of
a novel Pd (II) catalyzed C (sp3)–H activation and the subsequent arylation reactions of …

Pd-Catalyzed γ-C(sp3)–H Arylation of Free Amines Using a Transient Directing Group

Y Wu, YQ Chen, T Liu, MD Eastgate… - Journal of the American …, 2016 - ACS Publications
Pd (II)-catalyzed γ-C (sp3)–H arylation of primary amines is realized by using 2-
hydroxynicotinaldehyde as a catalytic transient directing group. Importantly, the catalyst and …

Palladium-Catalyzed C–H Amination of C(sp2) and C(sp3)–H Bonds: Mechanism and Scope for N-Based Molecule Synthesis

YN Timsina, BF Gupton, KC Ellis - ACS Catalysis, 2018 - ACS Publications
Nitrogen-containing compounds are the most common structural architectures in drug
candidates, natural and biological products, and small-molecule therapeutics. Within the …

Ligand‐Enabled PdII‐Catalyzed Iterative γ‐C(sp3)−H Arylation of Free Aliphatic Acid

P Dolui, J Das, HB Chandrashekar… - Angewandte Chemie …, 2019 - Wiley Online Library
C− H functionalization of aliphatic carboxylic acids without attaching exogenous auxiliary
has been so far limited at the proximal β‐position. In this work, we demonstrate a ligand …

Silver-Free Palladium-Catalyzed C(sp3)–H Arylation of Saturated Bicyclic Amine Scaffolds

CE Coomber, L Benhamou, DK Bučar… - The Journal of …, 2018 - ACS Publications
Herein, we report a silver-free Pd (II)-catalyzed C (sp3)–H arylation of saturated bicyclic and
tricyclic amine scaffolds. The reaction provides good yields using a range of aryl iodides and …

The stabilizing effect of the transient imine directing group in the Pd (ii)-catalyzed C (sp 3)–H arylation of free primary amines

XX Hu, JB Liu, LL Wang, F Huang, CZ Sun… - Organic Chemistry …, 2018 - pubs.rsc.org
A transient directing group (DG) has been successfully applied to assist the activation of C–
H bonds. In this paper, we have performed density functional theory (DFT) calculations to …

Pd(II)-Catalyzed Intermolecular Arylation of Unactivated C(sp3)–H Bonds with Aryl Bromides Enabled by 8-Aminoquinoline Auxiliary

Y Wei, H Tang, X Cong, B Rao, C Wu, X Zeng - Organic letters, 2014 - ACS Publications
An example of using readily available, less reactive aryl bromides as arylating reagents in
the Pd (II)-catalyzed intermolecular arylation of unactivated C (sp3)–H bonds is described …