Catalytic Addition of C–H Bonds Across C–C π-Bonds DOI
Andrés Arribas, Carlos Lázaro‐Milla, José L. Mascareñas

и другие.

Elsevier eBooks, Год журнала: 2023, Номер unknown

Опубликована: Янв. 1, 2023

Язык: Английский

Unusual Regioselective C–H Difluoroalkylation of Heteroarenes under Photoredox Catalysis DOI

Sudip Laru,

Sourav Ghoshal, Pranab Sarkar

и другие.

Organic Letters, Год журнала: 2024, Номер 26(24), С. 5098 - 5104

Опубликована: Июнь 7, 2024

We disclose a new general strategy for the site-selective difluoroalkylation of nonprefunctionalized heteroarenes, such as quinoxaline at C-8 position, and benzothiadiazole, benzoxadiazole, benzothiazole C-4 position via consecutive organophotoredox-catalyzed radical–radical cross-coupling base-assisted hydrogen abstraction reactions. The current methodology represents direct difluoroalkylative to allow broad functional group tolerance wide substrate scope in good excellent yields. Careful experimental investigations detailed DFT calculations revealed exact site-selectivity heteroarenes possible mechanistic pathway.

Язык: Английский

Процитировано

4

Ni‐SPO‐Al Catalyzed Stereoselective C–H Alkenylation of Quinazolinones with Alkynes to Prepare trans‐Isomers DOI
Yaqi Zhang,

Qiang Ni,

Rihui Cao

и другие.

European Journal of Organic Chemistry, Год журнала: 2025, Номер 28(5)

Опубликована: Янв. 4, 2025

Abstract A stereoselective Ni−Al bimetal‐catalyzed C−H alkenylation of quinazolinones with alkynes has been successfully developed. Good selectivity Z‐type quinazolinone products was obtained using readily available substrates, which exhibits a trans‐configuration opposite to the conventional alkynylation reactions and improves diversity compounds. In addition, reaction process further explored through KIE other control experiments, possible mechanism proposed.

Язык: Английский

Процитировано

0

New reactivity of late 3d transition metal complexes in catalytic reactions of alkynes DOI
Shenghan Teng,

Peiyao Liang,

Jianrong Steve Zhou

и другие.

Chemical Society Reviews, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

This review summarizes seven types of new reactivities found in late 3d metal complexes and catalytic examples recent years.

Язык: Английский

Процитировано

0

Ruthenium-Catalyzed Decarboxylative Direct 2-Pyridination of α,β-Unsaturated Carboxylic Acids DOI
Jiaojiao Guo, Ying Zhu,

Jing Zhang

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 19, 2025

We report a ruthenium-catalyzed decarboxylative direct mono-2-pyridination of α,β-unsaturated carboxylic acids, offering selective method for synthesizing 2-(1-arylalkenyl)pyridines. Under redox-neutral conditions, the reaction demonstrates broad substrate scope, high functional group tolerance, and significant potential further derivatization. Mechanistic studies reveal that activation allylic C(sp3)-H bond, directed by pyridine group, underpins observed mono-2-pyridination. This work provides an efficient strategy catalytic transformation expanding toolbox functionalizing derivatives.

Язык: Английский

Процитировано

0

Palladium/Xu‐Phos‐Catalyzed Enantioselective Cascade Heck/Intermolecular Direct Heteroarylation Reaction DOI

Kexin Dong,

Chao Fang,

Zhongyu Li

и другие.

Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 29, 2025

Comprehensive Summary Asymmetric cascade Heck/C–H functionalization has emerged as an appealing strategy for activating inert C–H bonds and conveniently synthesizing heterocycles with quaternary centers, owing to the domino sequence of carbopalladation followed by enabling efficient construction multiple in one pot. Herein, a palladium‐catalyzed enantioselective Heck/intermolecular direct heteroarylation reaction unactivated alkenes heteroarenes is developed, providing facile access diverse bis‐heterocycles great practicality bearing all‐carbon stereocenter excellent levels yields enantioselectivities under mild conditions. Moreover, synthetic utility this further demonstrated versatile transformations product.

Язык: Английский

Процитировано

0

Secondary Phosphine Oxide-Stabilized Pd Nanoparticles: Ligand-Controlled Chemoselective Hydrogenation of Nitro Compounds toward Amines in Water DOI Creative Commons
Changchun Liu, Yanhui Zhang,

Zhihao Shen

и другие.

ACS Omega, Год журнала: 2025, Номер unknown

Опубликована: Июнь 6, 2025

Язык: Английский

Процитировано

0

Aerobic oxidation of alkyl aromatics to ketones catalyzed by biomimetic copper complex and N-hydroxyphthalimide (NHPI) under mild conditions DOI Open Access
Jiaying Huang, Xiaohui Liu, Tiantian Wen

и другие.

Molecular Catalysis, Год журнала: 2023, Номер 552, С. 113673 - 113673

Опубликована: Ноя. 16, 2023

Язык: Английский

Процитировано

6

C–H Activation of Pyridines by Boryl Pincer Complexes: Elucidation of Boryl-Directed C–H Oxidative Addition to Ir and Discovery of Transition Metal-Assisted Reductive Elimination from Boron at Rh DOI Creative Commons
Vinh T. Nguyen,

R. Noah Sladek,

Yihan Cao

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(45), С. 31281 - 31294

Опубликована: Окт. 30, 2024

Experimental and theoretical techniques were used to investigate the mechanism of pyridine C–H activation by diarylboryl/bis(phosphine) PBP pincer complexes Ir. The critical intermediate (PBP)IrCO (4) contains a three-coordinate, Ir-bound boron that retains Lewis acidity in perpendicular direction. Coordination this center 4 leads fast insertion Ir into 2-CH bond pyridine, providing different topology direction than conventional directed where both directing group coordination happen at same metal center. Beyond sequence, system possesses significant complexity terms possible isomers pathways, which have been thoroughly explored. Kinetic thermodynamic preferences for differently substituted pyridines also investigated. In experimental work, key is accessed via elimination benzene from phenyl/hydride containing precursor (PBPhP)IrHCO (3). Density functional theory (DFT) investigations loss 3 revealed possibility genuinely new type mechanism, whereby Ph–H made concerted process best described as reductive boron, assisted transition (TMARE). For Ir, pathway was predicted be competitive with more pathways involving but still higher energy barrier. However, Rh analog 3-Rh, TMARE calculated preferred prediction experimentally corroborated through study reaction rates kinetic isotope effect.

Язык: Английский

Процитировано

2

DFT Study on Mechanism of Ni–Al Bimetallic-Catalyzed C–H Cyclization to Construct Tricyclic Imidazoles: Roles of NHC Ligand and AlMe3 DOI
Cong Zhang, Guorong Li,

Zhenfeng Shang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(3), С. 1505 - 1514

Опубликована: Янв. 13, 2024

The mechanism of the Ni–Al bimetallic-catalyzed C–H cyclization to construct tricyclic imidazoles is investigated using density functional theory calculations. calculation result shows that reaction involves sequential steps substrate coordination, ligand-to-ligand hydrogen transfer (LLHT), and C–C reductive elimination produce final product imidazole. LLHT step calculated be rate-determining step. oxidative addition benzimidazole bond Ni center insertion alkene into Ni–H occur concertedly in effects N-heterocyclic carbene (NHC) ligands AlMe3 on reactivity regioselectivity were also analyzed. These results shed light some ambiguous suggestions from experiments.

Язык: Английский

Процитировано

1

Tailored SPO-Pd-NPs catalysts for selective synthesis of tri-conjugated enynes by alkynylation of allenes DOI

Yun‐Tao Xia,

Ming-Hui Su,

Xia Wang

и другие.

Journal of Catalysis, Год журнала: 2024, Номер 432, С. 115438 - 115438

Опубликована: Март 13, 2024

Язык: Английский

Процитировано

1