Access to Valuable Chalcogen-Containing Biaryl Derivatives via Regioselective 2,2′-Dichalcogenation of 2-Bromobiaryls DOI

Yike Bai,

Feng Ouyang, Rong Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(31), P. 6748 - 6753

Published: July 30, 2024

The regioselective installation of chalcogen atoms into biaryl scaffolds is an important synthetic task due to the great value chalcogen-containing derivatives in many fields. Here we undertake this by developing a 2,2′-dichalcogenation 2-bromobiaryls with common sources using organolanthanum-mediated one-pot, two-step protocol. This strategy features high regioselectivity, readily available substrates, transition-metal-free conditions, and performance superior those previous methods, thereby demonstrating unique advantages organolanthanum reagents organic synthesis.

Language: Английский

Generation of perthiyl radicals for the synthesis of unsymmetric disulfides DOI Creative Commons

Fei Zhou,

X. He, Mi Zhou

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: Jan. 2, 2025

Unsymmetric disulfides are prevalent in natural products and essential medicinal chemistry materials science, but their robust synthesis poses significant challenges. In this paper, we report an expeditous transition-metal-free methodology for synthesizing unsymmetric through the addition of perthiyl radicals to alkenes. This study marks use generating by reacting SO2 with unactivated alkyl (pseudo)halides (Cl/Br/I/OTs). Various primary, secondary tertiary substituted different functional groups successfully function as suitable reactants. The formation involvement reaction process verified mechanistic studies DFT calculations. Overall, method leverages readily available electrophiles alkenes alongside a single setup efficiently form both carbon-sulfur sulfur-sulfur bonds simultaneously. Here, authors novel transition-metalfree

Language: Английский

Citations

0
NHC-BH3-Mediated Reduction of Sulfonyl Hydrazides into Disulfides and Further Cross-Coupling with Chlorostibine and Bioactivities DOI
Wen‐Jun Zhou,

Liyuan Le,

Youwen Chen

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 17, 2025

This paper presents a novel NHC-BH3-promoted one-step synthesis of disulfides and stibine sulfides using odorless sulfonyl hydrazides. The protocol tolerates various functional groups as well heterocyclic compounds. Mechanistic studies show that NHC-BH3 plays two roles: (1) reducing hydrazides into (2) promoting the cross-coupling chlorostibine with disulfides. synthesized also exhibit satisfactory anticancer activity against 4T1 MDA-MB-231 cancerous cells.

Language: Английский

Citations

0
Photocatalytic Bilateral Disulfuration of Thioethers Toward α‐Sulfide Disulfides With Antibacterial Activity DOI Creative Commons

Qingqiang Tian,

Chuxia Wang,

Bingrui Liu

et al.

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

Published: April 26, 2025

Abstract α −Sulfide disulfides represent valuable motifs in organic and pharmaceutical chemistry. However, the limited availability of synthetic approaches for −sulfide has impeded progress this field. In study, a photocatalytic approach to synthesizing modifiable is presented using accessible sulfides bilateral disulfurating reagent. The reaction proceeds under mild conditions demonstrates broad substrate compatibility, accommodating both aromatic aliphatic sulfides. Moreover, synthesized display robust reactivity subsequent transformations with different electrophiles. Notably, protocol can also be applied modification polymer matrices. Bioassays further reveal that certain target compounds exhibit significant antibacterial activity against plant pathogens, such as Xanthomonas oryzae pv. ( Xoo ), pathovar oryzicola Xoc Dickeya zeae D. ).

Language: Английский

Citations

0
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
Lewis Acid Promotes Three-Component Cyclization to Construct Dithioxazole Derivatives DOI
Kai Zou,

Anquan Li,

Yitong Chen

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 16, 2024

A simple and effective strategy for the construction of disulfide-substituted oxazole derivatives from amides, ynals, acetyl disulfides via a Lewis acid-promoted three-component reaction has been reported. In addition, this possesses other unique advantages, such as transition-metal-free catalysis, production disulfides, good functional group tolerance, regioselectivity.

Language: Английский

Citations

0
Access to Valuable Chalcogen-Containing Biaryl Derivatives via Regioselective 2,2′-Dichalcogenation of 2-Bromobiaryls DOI

Yike Bai,

Feng Ouyang, Rong Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(31), P. 6748 - 6753

Published: July 30, 2024

The regioselective installation of chalcogen atoms into biaryl scaffolds is an important synthetic task due to the great value chalcogen-containing derivatives in many fields. Here we undertake this by developing a 2,2′-dichalcogenation 2-bromobiaryls with common sources using organolanthanum-mediated one-pot, two-step protocol. This strategy features high regioselectivity, readily available substrates, transition-metal-free conditions, and performance superior those previous methods, thereby demonstrating unique advantages organolanthanum reagents organic synthesis.

Language: Английский

Citations

0