Ligand-Enabled Nickel(II)-Catalyzed β-C(sp3)–H Thiolation of Ketones DOI
Lili Chen, Gang Liao, Bin Liu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(42), P. 9103 - 9107

Published: Oct. 15, 2024

We present the first example of nickel(II)-catalyzed β-C(sp3)–H thiolation ketones, employing 2-hydrazinopyridine as an efficient directing group. This approach enables a diverse array ketones at β-position. The straightforward installation and subsequent removal group significantly enhance synthetic versatility practicality this transformation.

Language: Английский

Unified approaches in transition metal catalyzed C(sp3)–H functionalization: recent advances and mechanistic aspects DOI
Jagrit Grover,

Amal Tom Sebastian,

S.K. Maiti

et al.

Chemical Society Reviews, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Direct alteration of unactivated C–H bonds organic building blocks.

Language: Английский

Citations

1
Chiral Ligands for Palladium-Catalyzed Coordination-Assisted Enantioselective C(sp3)—H Functionalization Reactions DOI
Chen‐Hui Yuan, Lei Jiao

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(2), P. 602 - 602

Published: Jan. 1, 2025

Language: Английский

Citations

0
Site-selective C(sp3)–H functionalization of primary aliphatic amines DOI
Ye Tao,

Kaige Guo,

Hao Chen

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(11), P. 3270 - 3280

Published: Jan. 1, 2024

C–H bond functionalization represents one of the most efficient and straightforward strategies for diversifying existing molecules.

Language: Английский

Citations

3
Unveiling the Mechanistic Role of Chiral Palladacycles in Pd(II)‐Catalyzed Enantioselective C(sp3)−H Functionalization DOI
Chen‐Hui Yuan, Xiaoxia Wang,

Keyun Huang

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(29)

Published: May 7, 2024

Palladium-catalyzed enantioselective C(sp

Language: Английский

Citations

2
Directed C(sp3)-H Arylation of Free α-Aminophosphonates: Dual Models Exploration via Palladium Catalysis DOI

Li−Na Yi,

Tao Zhao,

Jinghan Bu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(19), P. 4132 - 4136

Published: May 8, 2024

In this report, we present the dual activation models for transient directing group-directed and amino-self-directed Pd-catalyzed α-aminophosphonate side-chain C(sp3)-H arylation. Both strategies showed facile, efficient, single regioselectivity in reaction between free α-aminophosphonates aryl iodides. Furthermore, modification of amino late-stage functionalization C(sp3)-P bond from products indicates potential applications α-aminophosphonates.

Language: Английский

Citations

2
Palladium-Catalyzed Selective γ-Monoarylation of Free Amines Containing Symmetric γ-C–H Controlled by a Transient Directing Group DOI

Sifan Dong,

Xinghao Cai,

Chen Ma

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(29), P. 6153 - 6158

Published: July 10, 2024

We developed a new transient directing group,

Language: Английский

Citations

2
Unveiling the Mechanistic Role of Chiral Palladacycles in Pd(II)‐Catalyzed Enantioselective C(sp3)−H Functionalization DOI
Chen‐Hui Yuan, Xiaoxia Wang,

Keyun Huang

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(29)

Published: May 7, 2024

Abstract Palladium‐catalyzed enantioselective C(sp 3 )−H functionalization reactions has attracted considerable attention due to its ability for the synthesis of enantiomerically enriched molecules and stimulation novel retrosynthetic disconnections. Understanding reaction mechanism, especially stereochemical process reaction, is crucial rational design more efficient catalytic systems. Previously, we developed a Pd(II)/sulfoxide‐2‐hydroxypridine (SOHP) system asymmetric reactions. In this study, focused on unraveling chemistry chiral palladacycles involved in Pd(II)‐catalyzed functionalization. We have isolated key palladacycle intermediates β‐C(sp arylation carboxylic acids catalyzed by Pd(II)/SOHP system. These palladacycles, exhibiting ligand‐induced chirality, provided significant opportunity investigate ligand effect C−H Our investigation direct evidence palladation step as enantioselectivity‐determining step, which forms diastereomeric that exhibited preservation chirality step. DFT calculations insights into induction formation. This work highlights value offering mechanistic

Language: Английский

Citations

0
Ligand-Enabled Nickel(II)-Catalyzed β-C(sp3)–H Thiolation of Ketones DOI
Lili Chen, Gang Liao, Bin Liu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(42), P. 9103 - 9107

Published: Oct. 15, 2024

We present the first example of nickel(II)-catalyzed β-C(sp3)–H thiolation ketones, employing 2-hydrazinopyridine as an efficient directing group. This approach enables a diverse array ketones at β-position. The straightforward installation and subsequent removal group significantly enhance synthetic versatility practicality this transformation.

Language: Английский

Citations

0