Tandem addition of nucleophilic and electrophilic reagents to vinyl phosphinates: the stereoselective formation of organophosphorus compounds with congested tertiary carbons DOI Creative Commons

Zhu Lin,

De-Hua Zhai,

Yong‐Ming Sun

et al.

RSC Advances, Journal Year: 2023, Volume and Issue: 13(21), P. 14060 - 14064

Published: Jan. 1, 2023

Carbon anions formed via the addition of Grignard reagents to S P -vinyl phosphinates were modified with electrophilic afford organophosphorus compounds diverse carbon skeletons.

Language: Английский

Phototriggered Self-Catalyzed Phosphorylation of 3,4-Dihydroquinoxalin-2(1H)-ones with Diarylphosphine Oxides in EtOH DOI
Yanfang Jiang, Wen‐Tao Ouyang,

Hong‐Tao Ji

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 19, 2024

A highly effective external photocatalyst- and additive-free method for the phosphorylation of 3,4-dihydroquinoxalin-2(1

Language: Английский

Citations

12
Photocatalytic C–P bond formation based on the reaction of carbon-centered radicals with phosphides DOI

Shiyi Zhao,

Yi-Yun Huang,

Shihao Deng

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(17), P. 4882 - 4894

Published: Jan. 1, 2024

This review focuses on the synthesis of C–P bonds using carbon-centered radicals with phosphorous compounds different valence states (P III , P V 4 ) under photocatalysis.

Language: Английский

Citations

5
TEMPO/PhI(OAc)2 promotes the α-aminophosphinoylation of alcohols with amines and H-phosphine oxides in aqueous medium DOI

Qiang Huang,

Xin Jin,

Lvjia Wu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(19), P. 3860 - 3865

Published: Jan. 1, 2024

The aminophosphinoylation of alcohols with amines and H-phosphine oxides provides an efficient mild approach to access various α-aminoalkylphosphine in good yields tolerance functional groups using H 2 O as a clean solvent.

Language: Английский

Citations

4
Visible-Light-Promoted C4-Selective Phosphorylation of Pyridine and Quinoline Derivatives DOI
Pengcheng Cui,

Zheng‐Chun Yin,

Guan‐Wu Wang

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(15), P. 2663 - 2668

Published: April 10, 2023

The visible-light-promoted C4-selective phosphorylation of unprefunctionalized pyridine and quinoline derivatives has been accomplished. This Minisci-type protocol provides highly regioselective access to C4-phosphorylation products with good functional group tolerance moderate yields via cross-dehydrogenation coupling under mild conditions. Mechanistic studies have shown that the are obtained a radical pathway.

Language: Английский

Citations

10
Tf2O/DMSO-Promoted Umpolung Phosphorylation for C(sp2)–P or C(sp3)–P Bond Formation DOI
Dawei Shi, Ming Li, R. X. Yang

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 10, 2025

We have developed an umpolung method utilizing the Tf2O/DMSO-based system for C(sp2)-P bond or C(sp3)-P formation. This employs both P(O)-H and P(O)-OH compounds as phosphorus sources demonstrates excellent compatibility with a wide range of Grignard reagents. Without requirement precious transition metals additives, this one-pot protocol provides practical efficient synthetic pathway to variety aryl alkyl phosphine oxides. The broad substrate scope diverse applications highlight utility method.

Language: Английский

Citations

0
Efficient synthesis of benzophosphole oxides via Ag-promoted radical cycloisomerization DOI Creative Commons
Liyao Ma, Sonia Mallet‐Ladeira, Julien Monot

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(12), P. 3376 - 3383

Published: Jan. 1, 2024

Cycloisomerization reactions involving C–P bond formation have been overlooked for the synthesis of P-heterocycles.

Language: Английский

Citations

3
Inorganic ligand-supported Mo oxide as a hydrogen atom transfer photocatalyst for direct C(sp2)–H phosphorylation DOI
Zeqi Jiang,

Shuangfei Jiang,

Jin Gao

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(9), P. 5538 - 5545

Published: Jan. 1, 2024

Visible-light-induced C(sp 2 )–H phosphorylation of H -thiozoles/quinoxalines with H-phosphine oxides was achieved using an inorganic ligand-supported Mo oxide ([N(C 4 9 ) ] [Mo 6 O 19 ]) as a hydrogen atom transfer (HAT) photocatalyst.

Language: Английский

Citations

2
Solvent-Switchable Remote C–H Activation via 1,4-Palladium Migration Enables Site-Selective C–P Bond Formation: A Tool for the Synthesis of P-Chiral Phosphinyl Imidazoles DOI
Ifenna I. Mbaezue, Shiguang Li, Angula Chandra Shekar Reddy

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(20), P. 4200 - 4204

Published: May 13, 2024

Solvent-switchable and site-selective phosphorylation of imidazoles at the C2 or C5 position imidazole ring was achieved via 1,4-palladium migration.

Language: Английский

Citations

2
Visible‐Light‐Mediated Catalyst and Additive‐Free C(sp3)−H Phosphorylation of Glycine Ester Derivatives DOI

Shan Wang,

Xuefei Sha,

Zhaotian Wu

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(32)

Published: May 20, 2024

Abstract We herein report a visible light induced dehydrogenative phosphonylation reaction of glycine derivatives and di‐aryl phosphine oxides. A diverse range phosphine‐glycine were constructed under ambient condition in the absence catalyst additives. plausible mechanism was also proposed.

Language: Английский

Citations

2
Direct photolysis of N-methoxypyridiniums for the pyridylation of carbon/heteroatom-hydrogen bonds DOI
Sheng He, Beibei Zhang, Qiang Liu

et al.

Science China Chemistry, Journal Year: 2022, Volume and Issue: 65(12), P. 2494 - 2499

Published: Nov. 14, 2022

Language: Английский

Citations

11