Synthesis of Tetrathiophosphates from White Phosphorus DOI

Jiali He,

Shanshan Shi, Yumeng Zhang

et al.

Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 41(18), P. 2311 - 2316

Published: May 13, 2023

Comprehensive Summary A transition‐metal‐free one‐pot direct synthesis of tetrathiophosphates (R 1 S) 2 P(S)SR from white phosphorus (P 4 ), through intermediate sodium alkyltetrathiophosphates P(S)SNa, is presented. In the presence NaSH, various disulfides such as diaryl disulfidbges and dialkyl are easily coupled with P to give P(S)SNa in almost quantitative yield, which react alkyl halides one pot generate . Furthermore, S ‐(2‐cyanoethyl)‐substituted P(S)SCH CH CN successfully designed a kind tetrathiophosphorylation reagent iodonium salts involving deprotection‐dealkylation process.

Language: Английский

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

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

Copolymerization Involving Sulfur-Containing Monomers DOI
Tian‐Jun Yue,

Wei‐Min Ren,

Xiao‐Bing Lu

et al.

Chemical Reviews, Journal Year: 2023, Volume and Issue: 123(24), P. 14038 - 14083

Published: Nov. 2, 2023

Incorporating sulfur (S) atoms into polymer main chains endows these materials with many attractive features, including a high refractive index, mechanical properties, electrochemical and adhesive ability to heavy metal ions. The copolymerization involving S-containing monomers constitutes facile method for effectively constructing polymers diverse structures, readily tunable sequences, topological structures. In this review, we describe the recent advances in synthesis of via or multicomponent polymerization techniques concerning variety monomers, such as dithiols, carbon disulfide, carbonyl sulfide, cyclic thioanhydrides, episulfides elemental (S8). Particularly, significant focus is paid precise control main-chain sequence, stereochemistry, structure achieving high-value applications.

Language: Английский

Citations

44

Enantioselective construction of stereogenic-at-sulfur(IV) centres via catalytic acyl transfer sulfinylation DOI
Tao Wei,

Han‐Le Wang,

Tian Yin

et al.

Nature Chemistry, Journal Year: 2024, Volume and Issue: 16(8), P. 1301 - 1311

Published: May 8, 2024

Language: Английский

Citations

20

Visible-Light-Driven Synthesis of Aryl Xanthates and Aryl Dithiocarbamates via an Electron Donor–Acceptor Complex DOI
Mingjun Zhang, Beibei Wang,

Yunpeng Cao

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 24(48), P. 8895 - 8900

Published: Nov. 28, 2022

Herein, we report a facile, efficient, and practical protocol that enables the preparation of aryl xanthates dithiocarbamates from functionalized dibenzothiophenium salts via photoactivated electron donor-acceptor complex. This mild, metal-free method is operationally simple has broad substrate scope potential utility for late-stage functionalization natural products pharmaceuticals. Finally, this also redefined reaction pathway Leuckart thiophenol reaction.

Language: Английский

Citations

50

Organocatalytic asymmetric deoxygenation of sulfones to access chiral sulfinyl compounds DOI
Sheng‐Li Huang, Zhen Zeng, Nan Zhang

et al.

Nature Chemistry, Journal Year: 2023, Volume and Issue: 15(2), P. 185 - 193

Published: Jan. 16, 2023

Language: Английский

Citations

35

Generation and Use of Glycosyl Radicals under Acidic Conditions: Glycosyl Sulfinates as Precursors DOI

Shiyang Xu,

Wei Zhang,

Caiyi Li

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(16)

Published: Feb. 10, 2023

We herein report a method that enables the generation of glycosyl radicals under highly acidic conditions. Key to success is design and use sulfinates as radical precursors, which are bench-stable solids can be readily prepared from commercial starting materials. This development allows installation units onto pyridine rings directly by Minisci reaction. further demonstrate utility this in late-stage modification complex drug molecules, including anticancer agent camptothecin. Experimental studies provide insight into reaction mechanism.

Language: Английский

Citations

34

1,2‐Difunctionalization of Acetylene Enabled by Light DOI

Shiwei Lü,

Zipeng Wang, Xiang Gao

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(16)

Published: Feb. 27, 2023

Although the direct conversion of gaseous acetylene into value-added liquid commodity chemicals is becoming increasingly attractive, majority established methodologies are focused on cross-coupling, hydro-functionalization, and polymerization. Herein, we describe a 1,2-difunctionalization method that inserts directly readily available bifunctional reagents. This provides access to diverse C2-linked 1,2-bis-heteroatom products in high regio- stereoselectivity along with opening up previously unexplored synthetic directions. In addition, demonstrate this method's potential by converting obtained functionalized molecules chiral sulfoxide-containing bidentate ligands. Using combination experimental theoretical methods, mechanism for insertion reaction was investigated.

Language: Английский

Citations

30

Nickel-catalyzed cross-electrophile coupling of aryl thiols with aryl bromides via C–S bond activation DOI

Hao Xu,

Cai-Yu He,

Bo‐Jie Huo

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(20), P. 5171 - 5179

Published: Jan. 1, 2023

We report a cross-electrophile coupling of aryl thiols with bromides via C–S bond activation instead S–H cleavage. The reaction proceeded effectively in the presence nickel catalyst, magnesium, and lithium chloride to afford various biaryls moderate good yields.

Language: Английский

Citations

25

Photocatalyst/metal-free sequential C–N/C–S bond formation: Synthesis of S-arylisothioureas via photoinduced EDA complex activation DOI

Guoju Guo,

Xufeng Li, Jie Ma

et al.

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: 35(11), P. 110024 - 110024

Published: May 17, 2024

Language: Английский

Citations

15