New Frontiers in Phosphorothioate Formation: Harnessing Inorganic Phosphorus Sources DOI
Jiawei He,

Xuesi Zhou,

Zixuan Wan

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(99), P. 14691 - 14702

Published: Jan. 1, 2024

This review highlights the latest advancements in synthesis of phosphorothioates and their derivatives from inorganic phosphorus sources, focusing on applicability, mechanisms, current limitations, potential future directions.

Language: Английский

Synthesis of S-alkyl phosphorothioates/phosphorodithioates via ring-opening reaction of sulfonium salts with S8, H-phosphonates or P4S10, and alcohols DOI
Lihua Yang, Lin Chen,

Bei Li

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(20), P. 5731 - 5740

Published: Jan. 1, 2024

A simple and practical method for the synthesis of S -alkyl phosphorothioates/phosphorodithioates through three-component reaction cyclic sulfonium salts with 8 , H -phosphonates, or P 4 10 alcohols was readily developed.

Language: Английский

Citations

4
Nickel-Catalyzed Cyclization/Carbonylation Reaction of N-Allylbromoacetamides with Arylboronic Acids toward 2-Pyrrolidinones DOI

Hucheng Ma,

Chen-Yang Hou,

Ruyi Zhao

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 24, 2025

A straightforward and efficient nickel-catalyzed cyclization/carbonylation transformation of N-allylbromoacetamides toward the synthesis 2-pyrrolidinone derivatives has been developed with arylboronic acids as reaction partner. This proceeds through a sequential single-electron-transfer pathway via 5-exo-trig cyclization carbonyl insertion steps, furnishing variety in good yields. Various useful functional groups were well tolerated. Moreover, formic acid is applied CO source here nickel catalyst, which provides supplement for carbonylation chemistry heterocycle synthesis.

Language: Английский

Citations

0
Photoredox/Copper Dual-Catalyzed Phosphorothiolation of Propargylic Derivatives for the Switchable Synthesis of S-Alkyl, S-Vinyl and S-Allenyl Phosphorothioates DOI
Shanshan Shi, Hu Chen, Shiwei Yang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(33), P. 7049 - 7054

Published: Aug. 9, 2024

Herein, we report a photoredox/copper dual-catalyzed selective phosphorothiolation of propargylic derivatives from easily accessible [P(O)SH] compounds. This reaction provides general, mild and versatile procedure to synthesize variety synthetically useful

Language: Английский

Citations

2
Recent Advances on Direct Phosphorothiolation Reactions DOI

Haifa Zheng,

Ju Peng,

Xiang Liu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: July 23, 2024

Abstract Organophosphorothioates are organic molecules containing sulfur and phosphorus, with significant biological activity physicochemical properties, widely used in synthesis, medicinal chemistry, the agrochemical industry. In particular, many phosphorothioates display a variety of activities, such as antifungal, antibacterial, anti‐parasite, anticancer, so on. Traditionally, synthesis has mainly relied on indirect methods involving construction S−P bond. recent years, direct phosphorothiolation gained attention reliable rapid method for introducing −S−P(O)(OR) 2 group into parent molecules. This article reviews latest advances reactions, categorized based different sources group.

Language: Английский

Citations

2
Additive-free, N-chlorosuccinimide-promoted electrophilic phosphorothiolation/cyclization of alkynes with P(O)SH compounds to access heterocyclic phosphorothiolated molecules DOI
Pengbo Zhang,

Weilong Qu,

Shuai Yang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(20), P. 5841 - 5846

Published: Jan. 1, 2024

A N -chlorosuccinimide-promoted electrophilic phosphorothiolation/cyclization of alkynes for the construction phosphorothiolated heterocycles under metal- and additive-free conditions has been developed.

Language: Английский

Citations

2
NHC Catalyzed Radical Tandem Cyclization: An Efficient Synthesis of α,α-Difluoro-γ-lactam Derivatives DOI
Tianjiao Huang,

Huiping Yin,

Tuanjie Li

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(34), P. 6988 - 6998

Published: Jan. 1, 2024

Herein, an N-heterocyclic carbene (NHC) catalyzed radical tandem cyclization reaction of

Language: Английский

Citations

1
31P Nuclear Magnetic Resonance Spectroscopy for Monitoring Organic Reactions and Organic Compounds DOI Creative Commons
João M. Anghinoni,

Irum,

Haroon Ur Rashid

et al.

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 5, 2024

Abstract 31 P NMR spectroscopy is a consolidated tool for the characterization of organophosphorus compounds and, more recently, reaction monitoring. The evolution organic synthesis, mainly due to combination elaborated building blocks with enabling technologies, generated great challenges understand and optimize synthetic methodologies. In this sense, experiments also became routine technique monitoring, accessing products side yields, chiral recognition, kinetic data, intermediates, as well basic parameters, such acid‐base hydrogen‐bonding. This review deals these aspects demonstrating essential role spectroscopy. recent publications (the last ten years) will be explored, discussing strategies accomplished detect and/or quantify distinct molecules, approaching mechanism, stability, stereochemistry, utility probe.

Language: Английский

Citations

0
New Frontiers in Phosphorothioate Formation: Harnessing Inorganic Phosphorus Sources DOI
Jiawei He,

Xuesi Zhou,

Zixuan Wan

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(99), P. 14691 - 14702

Published: Jan. 1, 2024

This review highlights the latest advancements in synthesis of phosphorothioates and their derivatives from inorganic phosphorus sources, focusing on applicability, mechanisms, current limitations, potential future directions.

Language: Английский

Citations

0