Copper(0)-Catalyzed Reductive Coupling of Disulfurating Reagents and (Hetero)aryl/Alkyl Halides DOI
Wang Chen,

Jiuwen Xu,

Weidong Rao

et al.

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

Published: Sept. 18, 2024

Herein, we reported a copper(0)-catalyzed reductive coupling of disulfurating reagents and (hetero)aryl/alkyl halides. Copper(0) can be directly inserted into tetrasulfide then undergoes with (hetero)aryl Iodides to construct disulfide. The method features the unprecedented use (tetrasulfides) in cross-coupling chemistry is convenient broad substrate scopes, even applicable different halogenated hydrocarbons. It worth noting that methodology practical late-stage modification bioactive scaffolds pharmaceuticals. In meantime, synthesis disulfides successfully achieved on gram scale, indicating approach highly valuable.

Language: Английский

Direct C−H Sulfuration: Synthesis of Disulfides, Dithiocarbamates, Xanthates, Thiocarbamates and Thiocarbonates DOI
Qiao Sun, Yuan Xu,

Liu Yang

et al.

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: 19(9)

Published: Feb. 29, 2024

Abstract In light of the important biological activities and widespread applications organic disulfides, dithiocarbamates, xanthates, thiocarbamates thiocarbonates, continual persuit efficient methods for their synthesis remains crucial. Traditionally, preparation such compounds heavily relied on intricate multi‐step syntheses use highly prefunctionalized starting materials. Over past two decades, direct sulfuration C−H bonds has evolved into a straightforward, atom‐ step‐economical method organosulfur compounds. This review aims to provide an up‐to‐date discussion disulfuration, dithiocarbamation, xanthylation, thiocarbamation thiocarbonation, with special focus describing scopes mechanistic aspects. Moreover, synthetic limitations some these methodologies, along key unsolved challenges be addressed in future are also discussed. The majority examples covered this accomplished via metal‐free, photochemical or electrochemical approaches, which alignment overraching objectives green sustainable chemistry. comprehensive consolidate recent advancements, providing valuable insights dynamic landscape strategies crucial classes

Language: Английский

Citations

4
Recent advances in selective mono-/dichalcogenation and exclusive dichalcogenation of C(sp2)–H and C(sp3)–H bonds DOI
Chang‐Sheng Wang, Yuan Xu, Shaopeng Wang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 22(4), P. 645 - 681

Published: Dec. 23, 2023

Organochalcogen compounds are prevalent in numerous natural products, pharmaceuticals, agrochemicals, polymers, biological molecules and synthetic intermediates. Direct chalcogenation of C-H bonds has evolved as a step- atom-economical method for the synthesis chalcogen-bearing compounds. Nevertheless, direct severely lags behind C-C, C-N C-O bond formations. Moreover, compared with monochalcogenation, reports selective mono-/dichalcogenation exclusive dichalcogenation relatively scarce. The past decade witnessed significant advancements various C(sp

Language: Английский

Citations

10
Efficient Synthesis of Diaryl Sulfides via Three Component Cross Coupling DOI

Mengqin Liu,

Yi‐Ting Chen, Jun Zhang

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(4), P. 1283 - 1283

Published: Jan. 1, 2025

Language: Английский

Citations

0
The radical chemistry of N-sulfenyl phthalimides/succinimides for C S bonds formation DOI
Qian Xiao, Jian‐Ji Zhong

Tetrahedron Letters, Journal Year: 2024, Volume and Issue: 144, P. 155153 - 155153

Published: June 17, 2024

Language: Английский

Citations

2
Photocatalytic iodosulfonylation of internal alkynes under green conditions DOI
V. A. Abramov, Maxim A. Topchiy, Maria A. Rasskazova

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(8), P. 4653 - 4658

Published: Jan. 1, 2024

Photocatalytic iodosulfonylation in ethanol allows the isolation of β-iodovinyl aryl and alkyl sulfones after dilution reaction mixture with water filtration.

Language: Английский

Citations

1
Copper(0)-Catalyzed Reductive Coupling of Disulfurating Reagents and (Hetero)aryl/Alkyl Halides DOI
Wang Chen,

Jiuwen Xu,

Weidong Rao

et al.

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

Published: Sept. 18, 2024

Herein, we reported a copper(0)-catalyzed reductive coupling of disulfurating reagents and (hetero)aryl/alkyl halides. Copper(0) can be directly inserted into tetrasulfide then undergoes with (hetero)aryl Iodides to construct disulfide. The method features the unprecedented use (tetrasulfides) in cross-coupling chemistry is convenient broad substrate scopes, even applicable different halogenated hydrocarbons. It worth noting that methodology practical late-stage modification bioactive scaffolds pharmaceuticals. In meantime, synthesis disulfides successfully achieved on gram scale, indicating approach highly valuable.

Language: Английский

Citations

1