Collaborative Reduction-Induced Nickel-Catalytic Selective C–S Coupling of Aryl Di/Trithiosulfonates with Aryl Halides DOI
Lulu Liu, Jiaqi Hou, Yingying Ma

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 25, 2024

Metal-catalytic conversion of polysulfide reagents is a major challenge in organic synthesis due to its challenging activation modes multiple S–S bonds. The utilization aryl di- and trithiosulfonates nickel-catalyzed reductive coupling with halides has been unexplored. Herein, we unprecedentedly describe PPh3 Zn-collaborative reduction-induced nickel-catalytic selective C–S di/trithiosulfonates access sulfides over common disulfides or trisulfides. Diverse mechanistic studies indicate that the key design such reaction could be attributed employment MgCl2, which collaborate Zn for improved reduction potential enables cleavage PhSO2(S)naryl (n = 2, 3) electrophilic sulfur species sulfuration controllable fashion.

Language: Английский

A versatile entry to unnatural, disulfide-linked amino acids and peptides through the disulfuration of azlactones DOI Creative Commons

M Iwata,

Yuzuki Takami,

Hayato Asanuma

et al.

Chemical Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

An efficient method for preparing SS -linked amino acid/peptide derivatives has been developed via a base-catalyzed disulfuration reaction of azlactones, followed by ring-opening functionalization.

Language: Английский

Citations

1
Photocatalytic selective disulfuration of aryl aldehydes and alkenyl aldehydes with dithiosulfonate as bifunctional disulfur reagent and hydrogen atom accepter DOI

Jingchao Jiao,

Juan Xu, Jingru Li

et al.

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

We developed a photocatalytic method for the selective disulfuration of aryl aldehydes and alkenyl using bifunctional dithiosulfonate (ArSO 2 -SSR), enabling synthesis benzoyl disulfides chroman-4-ones with disulfide moieties.

Language: Английский

Citations

0
Nickel-catalysed highly regioselective synthesis of β-acyl naphthalenes under reductive conditions DOI

Yujuan Wu,

Chen Ma,

Jia-Fan Qiao

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(44), P. 5723 - 5726

Published: Jan. 1, 2024

A nickel-catalysed reductive ring-opening reaction of 7-oxabenzonorbornadienes with acyl chlorides as the electrophilic coupling partner was developed, generating β-acyl naphthalene unique product without any α iso.

Language: Английский

Citations

2
Synthesis of Unsymmetrical Disulfides via Photocatalytic Hydrodisulfuration DOI

Qi-Rui Dong,

Yisen Wang, Juan Zhang

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 18237 - 18246

Published: Nov. 26, 2024

Language: Английский

Citations

2
Recent Advances in Visible Light Photocatalytic and Transition Metal-Catalyzed Synthesis of Disulfide Compounds DOI
Jia‐Lin Tu

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Reviewing photocatalytic and metal-catalyzed disulfide synthesis, 2021–2024, emphasizes efficiency, selectivity, sustainability for drug material science.

Language: Английский

Citations

0
Nickel-Catalyzed Reductive Cyanation of Aryl Halides and Epoxides with Cyanogen Bromide DOI Creative Commons

Yujuan Wu,

Chen Ma, Muhammad Bılal

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(24), P. 6016 - 6016

Published: Dec. 20, 2024

Nitriles are valuable compounds because they have widespread applications in organic chemistry. This report details the nickel-catalyzed reductive cyanation of aryl halides and epoxides with cyanogen bromide for synthesis nitriles. robust protocol underscores practicality using a commercially available cost-effective reagent. A variety featuring diverse functional groups, such as -TMS, -Bpin, -OH, -NH2, -CN, -CHO, were successfully converted into nitriles moderate-to-good yields. Moreover, syntheses at gram-scale application late-stage natural products drugs reinforces its potentiality.

Language: Английский

Citations

0
Collaborative Reduction-Induced Nickel-Catalytic Selective C–S Coupling of Aryl Di/Trithiosulfonates with Aryl Halides DOI
Lulu Liu, Jiaqi Hou, Yingying Ma

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 25, 2024

Metal-catalytic conversion of polysulfide reagents is a major challenge in organic synthesis due to its challenging activation modes multiple S–S bonds. The utilization aryl di- and trithiosulfonates nickel-catalyzed reductive coupling with halides has been unexplored. Herein, we unprecedentedly describe PPh3 Zn-collaborative reduction-induced nickel-catalytic selective C–S di/trithiosulfonates access sulfides over common disulfides or trisulfides. Diverse mechanistic studies indicate that the key design such reaction could be attributed employment MgCl2, which collaborate Zn for improved reduction potential enables cleavage PhSO2(S)naryl (n = 2, 3) electrophilic sulfur species sulfuration controllable fashion.

Language: Английский

Citations

0