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

Recent advances in the electrochemical synthesis of organophosphorus compounds DOI Creative Commons
Babak Kaboudin, Milad Behroozi,

Sepideh Sadighi

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 21, P. 770 - 797

Published: April 16, 2025

In this review, we describe recent advances in electrochemical green methods for the synthesis of various organophosphorus compounds through formation phosphorus–carbon, phosphorus–nitrogen, phosphorus–oxygen, phosphorus–sulfur, and phosphorus–selenium bonds. The impact different electrodes is also discussed matter. Graphite, platinum, RVC, nickel have been used extensively compounds. made method a promising preparing structures. This review an introduction to encourage scientists use electrosynthesis as green, precise, low-cost prepare phosphorous

Language: Английский

Citations

1
TsCl promoted deoxygenative phosphorothiolation of quinoline N-oxides towards S-quinolyl phosphorothioates DOI

Li-Yao Wu,

Tian Huang,

Zhong-Ying Tian

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(12), P. 2409 - 2413

Published: Jan. 1, 2024

A convenient, efficient and practical approach for the synthesis of

Language: Английский

Citations

7
Regioselective electrochemical cascade C–H sulfonylation–bromination of indolizines to access difunctionalized indolizines DOI
Wenxuan Jiang, Xiang Liu, Chuanying Zhu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(8), P. 2306 - 2312

Published: Jan. 1, 2024

Regioselective electrochemical C–H sulfonylation–bromination between indolizines, sodium sulfinates, and KBr has been established in an undivided cell, which serves as both the brominating agent electrolyte.

Language: Английский

Citations

7
Controlled and Site-Selective C–H/N–H Alkenylation, Dialkenylation, and Dehydrogenative β-Alkenylation of Various N-Heterocycles DOI
Yan Jin,

Suijie Zhong,

Chen Xu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(7), P. 4840 - 4850

Published: March 19, 2024

Here, we report controlled and site-selective C–H alkenylation dialkenylation of indolizines pyrrolo[1,2-a]quinolines with β-alkoxyvinyl trifluoromethylketones under simple practical conditions. Moreover, this direct strategy can also be extended to imidazo[1,2-a]pyridines. Notably, without a transition metal external oxidant, efficient dehydrogenative β-alkenylation tertiary amines is presented.

Language: Английский

Citations

5
Controllable Construction of Vinyl Sulfones and β‐Keto Selenosulfones via Selective Oxidative Sulfonylation of Alkenes DOI
Xiang Liu, Yuan Zhang, Yi Zheng

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(12), P. 1367 - 1372

Published: Feb. 23, 2024

Comprehensive Summary The selective oxidative sulfonylation of alkenes with selenium sulfonate depended on the reaction conditions. electrochemical C—H proceeded smoothly to afford ( E )‐vinyl sulfones good selectivity in an undivided cell without external oxidant. While aerobic trifunctionalization occurred presence KI air, which provides β ‐keto selenosulfones via formation C—O, C—S, and C—Se bonds one‐pot. Following control experiments, a plausible mechanism is proposed rationalize experimental results.

Language: Английский

Citations

4
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
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

9
Isocyanide-Based Multicomponent Reaction: Cascade α-Acyloxylation/Carboxamidation and [3 + 1+1] Cyclization of I(III)/S(VI)-Ylides DOI

Dan‐Ting Shen,

Wen-Rong Wu,

Wen‐Xuan Zou

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(29), P. 6263 - 6268

Published: July 12, 2024

A metal-free cascade of α-acyloxylation/carboxamidation I(III)/S(VI)-ylides, carboxylic acids, and isonitriles via a Passerini-like multicomponent reaction is reported. Unexpectedly, [3 + 1+1] cyclization involving I(III)/S(VI)-ylides two molecules ethyl isocyanoacetate was observed. The strategy allows for the synthesis unsymmetrical α,α-disubstituted ketones functionalized pyrroles with up to 99% yield wide substrate compatibility. Notably, procedure has been extended late-stage modification drugs natural products, offering an elegant complement classic Passerini reaction.

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