Metal-free C(sp2)-H perfluoroalkylsulfonylation and configuration inversion: Stereoselective synthesis of α-perfluoroalkylsulfonyl E-enaminones DOI
Qing Yu, Yunyun Liu, Jie‐Ping Wan

et al.

Chinese Chemical Letters, Journal Year: 2021, Volume and Issue: 32(11), P. 3514 - 3517

Published: April 28, 2021

Language: Английский

Prospects and Challenges in Organosulfur Chemistry DOI
Ming Wang, Xuefeng Jiang

ACS Sustainable Chemistry & Engineering, Journal Year: 2022, Volume and Issue: 10(2), P. 671 - 677

Published: Jan. 3, 2022

Sulfur-containing molecules are increasingly crucial in chemistry-related fields and widely applied life science, material food pharmaceutical science. This perspective focuses on the introduction of green sulfurizing reagents sustainable methodologies to realize diverse kinds functionalized transformations synthetic applications. The text is organized according structure sulfur-containing corresponding method. It expected be interest organic chemistry professionals who wish better understand insights applications organosulfur transformations.

Language: Английский

Citations

136

The importance of sulfur-containing motifs in drug design and discovery DOI
Muhamad Mustafa, Jean‐Yves Winum

Expert Opinion on Drug Discovery, Journal Year: 2022, Volume and Issue: 17(5), P. 501 - 512

Published: Feb. 23, 2022

Sulfur-containing functional groups are privileged motifs that occur in various pharmacologically effective substances and several natural products. Various functionalities found with a sulfur atom at diverse oxidation states, as illustrated by thioether, sulfoxide, sulfone, sulfonamide, sulfamate, sulfamide functions. They valuable scaffolds the field of medicinal chemistry part large array approved drugs clinical candidates.Herein, authors review current research on development organosulfur-based drug discovery. This article also covers details their roles new lead compounds reported literature over past five years 2017-2021.Given its prominent role importance discovery, has attracted continuing interest been used design demonstrate variety biological pharmacological feature activities. Overall, sulfur's continues to grow. However, many remain underused small-molecule discovery deserve special attention armamentarium for treating diseases. Research efforts still required synthetic methodology direct access these functions late-stage functionalization.

Language: Английский

Citations

125

Photocatalytic three-component asymmetric sulfonylation via direct C(sp3)-H functionalization DOI
Shi Cao, Wei Hong, Ziqi Ye

et al.

Nature Communications, Journal Year: 2021, Volume and Issue: 12(1)

Published: April 22, 2021

Language: Английский

Citations

119

Decatungstate-Catalyzed C(sp3)–H Sulfinylation: Rapid Access to Diverse Organosulfur Functionality DOI
Patrick Sarver, Noah B. Bissonnette, David W. C. MacMillan

et al.

Journal of the American Chemical Society, Journal Year: 2021, Volume and Issue: 143(26), P. 9737 - 9743

Published: June 23, 2021

Here we report the direct conversion of strong, aliphatic C(

Language: Английский

Citations

115

Functional group divergence and the structural basis of acridine photocatalysis revealed by direct decarboxysulfonylation DOI Creative Commons
Vu T. Nguyen, Graham C. Haug, Viet D. Nguyen

et al.

Chemical Science, Journal Year: 2022, Volume and Issue: 13(14), P. 4170 - 4179

Published: Jan. 1, 2022

The reactivity of the sulfonyl group varies dramatically from nucleophilic sulfinates through chemically robust sulfones to electrophilic halides-a feature that has been used extensively in medicinal chemistry, synthesis, and materials science, especially as bioisosteric replacements structural analogs carboxylic acids other carbonyls. Despite great synthetic potential functional interconversions, a method can convert directly sulfones, halides remained out reach. We report herein development photocatalytic system for first time enables direct decarboxylative conversion sulfinates, well chlorides fluorides one step multicomponent fashion. A mechanistic study prompted by new revealed key features acridine photocatalysts facilitate transformations provided an informative predictive multivariate linear regression model quantitatively relates with activity.

Language: Английский

Citations

73

Advances in the construction of diverse SuFEx linkers DOI Creative Commons

Daming Zeng,

Weiping Deng, Xuefeng Jiang

et al.

National Science Review, Journal Year: 2023, Volume and Issue: 10(6)

Published: April 29, 2023

Abstract Sulfur fluoride exchange (SuFEx), a new generation of click chemistry, was first presented by Sharpless, Dong and co-workers in 2014. Owing to the high stability yet efficient reactivity SVI–F bond, SuFEx has found widespread applications organic synthesis, materials science, chemical biology drug discovery. A diverse collection linkers emerged, involving gaseous SO2F2 SOF4 hubs; SOF4-derived iminosulfur oxydifluorides; O-, N- C-attached sulfonyl fluorides sulfonimidoyl fluorides; novel sulfondiimidoyl fluorides. This review summarizes progress these connectors, with an emphasis on analysing advantages disadvantages synthetic strategies connectors based concept, it is expected be beneficial researchers rapidly correctly understand this field, thus inspiring further development chemistry.

Language: Английский

Citations

70

Radical approaches to C–S bonds DOI
Zijun Wu, Derek A. Pratt

Nature Reviews Chemistry, Journal Year: 2023, Volume and Issue: 7(8), P. 573 - 589

Published: June 21, 2023

Language: Английский

Citations

52

Iron-catalyzed fluoroalkylative alkylsulfonylation of alkenes via radical-anion relay DOI Creative Commons
Xiaoya Hou, Hongchi Liu, Hanmin Huang

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: Feb. 17, 2024

Abstract Transition metal-catalyzed reductive difunctionalization of alkenes with alkyl halides is a powerful method for upgrading commodity chemicals into densely functionalized molecules. However, super stoichiometric amounts metal reductant and the requirement installing directing group to suppress inherent β-H elimination bring great limitations this type reaction. We demonstrate herein that two different accessible via radical-anion relay Na 2 S O 4 as both sulfone-source. The together electron-shuttle catalyst crucial divert mechanistic pathway toward formation sulfone anion instead previously reported alkylmetal intermediates. Mechanistic studies allow identification carbon-centered radical sulfur-centered radical, which are in equilibrium capture or extrusion SO could be converted accelerated by iron catalysis, leading observed high chemoselectivity.

Language: Английский

Citations

24

Construction of C−S and C−Se Bonds from Unstrained Ketone Precursors under Photoredox Catalysis DOI Creative Commons
Hao Wu, Shuguang Chen,

Chunni Liu

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(8)

Published: Jan. 8, 2024

A mild photoredox catalyzed construction of sulfides, disulfides, selenides, sulfoxides and sulfones from unstrained ketone precursors is introduced. Combination this deacylative process with S

Language: Английский

Citations

21

Magnetically recoverable catalysts for efficient multicomponent synthesis of organosulfur compounds DOI Creative Commons
Fadhil Faez Sead, Vicky Jain, Anjan Kumar

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(5), P. 3928 - 3953

Published: Jan. 1, 2025

This review studies magnetically recoverable catalysts designed for the efficient multicomponent synthesis of organosulfur compounds. These enhance process by combining efficiency with environmental sustainability.

Language: Английский

Citations

7