The copper-catalyzed radical aminophosphinoylation of maleimides with anilines and diarylphosphine oxides DOI Open Access

Yaling Xu,

Xueying Zhou, Luya Chen

и другие.

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(9), С. 2471 - 2476

Опубликована: Янв. 1, 2022

The radical aminophosphinoylation of maleimides with anilines and diarylphosphine oxides.

Язык: Английский

Electrochemical Enabled Cascade Phosphorylation of N−H/O−H/S−H Bonds with P−H Compounds: An Efficient Access to P(O)‐X Bonds DOI

Ruige Wang,

Xiaojuan Dong,

Yonghong Zhang

и другие.

Chemistry - A European Journal, Год журнала: 2021, Номер 27(60), С. 14931 - 14935

Опубликована: Авг. 27, 2021

An electrochemical three component cascade phosphorylation reaction of various heteroatoms-containing nucleophiles including carbazoles, indoles, phenols, alcohols, and thiols with Ph2 PH has been established. Electricity is used as the "traceless" oxidant water air are utilized "green" oxygen source. All kinds structurally diverse organophosphorus compounds P(O)-N/P(O)-O/P(O)-S bonds assembled in moderate to excellent yields (three categories products, 50 examples, up 97 % yield). A tentative free radical course put forward rationalize procedure.

Язык: Английский

Процитировано

25

Direct visible-light-induced synthesis of P-stereogenic phosphine oxides under air conditions DOI Creative Commons
Ying Zhang, Yuan Jia, Guanglong Huang

и другие.

Chemical Science, Год журнала: 2022, Номер 13(22), С. 6519 - 6524

Опубликована: Янв. 1, 2022

We describe a simple and efficient visible-light-induced C–P bond forming reaction for the synthesis of P-chiral heteroaryl phosphine oxides in moderate to high yields with excellent ee values (97–99% ee).

Язык: Английский

Процитировано

18

Visible light photocatalytic phosphorylation of heteroatom nucleophiles triggered by phosphorus-centered radical cations DOI

Yuanting Huang,

Jinyu Tang,

Zhao Xi

и другие.

Green Chemistry, Год журнала: 2023, Номер 25(11), С. 4528 - 4535

Опубликована: Янв. 1, 2023

A photocatalytic phosphorylation of heteroatom nucleophiles has been achieved via the direct coupling phosphorus-centered radical cations with nucleophiles.

Язык: Английский

Процитировано

11

Concept and Evolution of the Atherton-Todd Reaction DOI

Siqiang Fang,

Zanjiao Liu,

Zhishan Su

и другие.

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 9660 - 9671

Опубликована: Май 22, 2025

Язык: Английский

Процитировано

0

CCl4-Induced Synthesis of Phosphonothioates, Sulfoxides, and Sulfones from Sodium Sulfinates DOI

Xiangyun Yang,

Silong Chen,

Nan Huang

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 22, 2025

An external reductant-free and acid-free synthesis of phosphonothioates from odorless sodium sulfinates induced by CCl4 (1.0 equiv) under mild conditions has been achieved. This transformation provides an efficient synthetic approach to in up 98% yield with good functional group compatibility. In addition, unexpected CCl4-induced sulfoxides sulfones using DMSO as the solvent developed.

Язык: Английский

Процитировано

0

Opening up the Toolbox: Synthesis and Mechanisms of Phosphoramidates DOI Creative Commons
Emeka J. Itumoh,

Shailja Data,

Erin M. Leitao

и другие.

Molecules, Год журнала: 2020, Номер 25(16), С. 3684 - 3684

Опубликована: Авг. 13, 2020

This review covers the main synthetic routes to and corresponding mechanisms of phosphoramidate formation. The can be separated into six categories: salt elimination, oxidative cross-coupling, azide, reduction, hydrophosphinylation, phosphoramidate-aldehyde-dienophile (PAD). Examples some important compounds synthesized through these are provided. As an class organophosphorus compounds, applications also briefly introduced.

Язык: Английский

Процитировано

24

Primary Amination of Ar2P(O)–H with (NH4)2CO3 as an Ammonia Source under Simple and Mild Conditions and Its Extension to the Construction of Various P–N or P–O Bonds DOI
Yushi Tan, Yaping Han, Yuecheng Zhang

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(5), С. 3254 - 3264

Опубликована: Янв. 24, 2022

A facile and efficient method for the synthesis of primary phosphinamides from Ar2P(O)-H reagents with stable readily available ammonium carbonate as an ammonia source is disclosed herein first time. This ethyl bromoacetate-mediated amination proceeds smoothly under mild simple conditions, without any metal catalyst or oxidant. Moreover, this also appropriate reaction a variety amines, alcohols, phenols to construct P-N P-O bonds, features handy operation, good functional group tolerance, broad substrate scope.

Язык: Английский

Процитировано

16

Copper-Catalyzed Phosphorylation of N,N-Disubstituted Hydrazines: Synthesis of Multisubstituted Phosphorylhydrazides as Potential Anticancer Agents DOI
Lvyin Zheng,

Liuhuan Cai,

Weijie Mei

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(9), С. 6224 - 6236

Опубликована: Апрель 20, 2022

An efficient copper-catalyzed aerobic oxidative cross-dehydrogenative coupling reaction for the synthesis of multisubstituted phosphorylhydrazides from N,N-disubstituted hydrazines and hydrogen phosphoryl compounds is accomplished. The proceeds under mild conditions without addition any external oxidants bases. This work reported here represents a direct P(═O)-N-N bond formation with advantages being operationally simple, good functional group tolerance, high atom step economy. Furthermore, selected exhibit potential inhibitory activity against tumor cells, which can be used in field screening anticancer agents as new chemical entities.

Язык: Английский

Процитировано

15

NaOAc-Assisted Aerobic Oxidation Protocol for the Synthesis of Pentacoordinate Chalcogenyl Spirophosphoranes with P–Se/P–S Bonds under Open Air DOI
Yang Zhang, Yanchun Guo, Yufen Zhao

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(5), С. 3259 - 3270

Опубликована: Фев. 21, 2024

The NaOAc-assisted aerobic oxidation reaction of pentacoordinate hydrospirophosphoranes and dichalcogenyl compounds with open air as a green oxidant has been developed under mild conditions. A series novel spirophosphoranes P–Se/P–S bonds were synthesized in excellent yields. mechanism was determined by 31P nuclear magnetic resonance tracing experiments, high-resolution mass spectrometry X-ray diffraction analysis. method features broad substrate scope, good functional group tolerance, high degree atomic utilization is meaningful for the synthesis bioactive chalcogenphosphate chalcogen phosphorus moieties.

Язык: Английский

Процитировано

3

Photocatalyzed Aerobic Cross-Dehydrogenative Coupling of Diarylphosphine Oxides with Alcohols and Phenols DOI
Hongyan Zhou,

Chengqi Wu,

Yating Han

и другие.

Organic Letters, Год журнала: 2024, Номер 26(12), С. 2435 - 2439

Опубликована: Март 19, 2024

A photocatalytic cross-dehydrogenative coupling of diarylphosphine oxides with alcohols and phenols has been developed. Using organic dye Rose Bengal as the photocatalyst air oxidant, reaction proceeded smoothly at room temperature. Both were feasible, affording various organophosphinates in high yields. The absence a halogenating reagent, transition-metal catalyst, green mild conditions make this strategy environmentally benign sustainable. Mechanistic studies indicated that is enabled by cooperation photoredox catalysis photosensitization.

Язык: Английский

Процитировано

3