Synthetic Strategies toward Ortho-3-propanoate Substituted Aryl Phosphonates by Three-Component Coupling Reactions of Arynes, Phosphites, and Acrylates DOI
Donghwa Shin, Soomin Kim, Duck‐Hyung Lee

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(11), P. 8035 - 8040

Published: May 28, 2024

Mild, metal-free, and operationally simple three-component coupling reactions involving arynes, phosphites, acrylates have been achieved. The reaction proceeded well with α- or β-substituted acrylates. Additionally, various functional groups were tolerated under these conditions, resulting in diverse

Language: Английский

Recent Advances in the Application of P(III)-Nucleophiles to Create New P−C Bonds through Michaelis–Arbuzov-Type Rearrangement DOI
Biquan Xiong,

Minjing Yuan,

Chonghao Shi

et al.

Topics in Current Chemistry, Journal Year: 2024, Volume and Issue: 382(1)

Published: March 1, 2024

Language: Английский

Citations

6
Synthesis of Phosphachromones by Cyclized Coupling of Ethyl Hydrogen (Phenylethynyl)phosphonate with Arynes DOI
Yu Guo,

Jianke Su,

Jian Xu

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(35), P. 6459 - 6463

Published: Aug. 25, 2023

A straightforward and efficient strategy for the synthesis of phosphachromones has been reported via insertion arynes into P–O bonds. This operationally simple reaction is compatible with different functional groups, affording various by simultaneous formation C–P C–O bonds in one step moderate to good yields, Fries rearrangement involving phosphorus atoms a key reaction.

Language: Английский

Citations

6
Recent Progress on Arylation with Aryne through Three-Component Reaction DOI Open Access
Dongping Chen,

Yang Chunhong,

Ming Li

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(2), P. 503 - 503

Published: Jan. 1, 2023

The three component reaction has the advantages of simple operation and efficient reaction, in line with principles atomic economy green environmental protection.At present, arylation without transition metal catalyst is mainly divided into types as following: (1) direct arylation, (2) insertion aryne σ-bond or π-bond, (3) three-component reactions involving aryne.Compared mechanism still unclear, published reviews are lacking.In order to facilitate scientific researchers consult understand involved aryne, progresses recent years reviewed.

Language: Английский

Citations

5
Synthetic Strategy for Aryl(alkynyl)phosphinates by a Three-Component Coupling Reaction Involving Arynes, Phosphites, and Alkynes DOI

Su Hyun Ji,

Soomin Kim, Ghilsoo Nam

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 24(45), P. 8295 - 8299

Published: Nov. 7, 2022

An efficient and straightforward method for the synthesis of aryl(alkynyl)phosphinates was developed via a three-component coupling reaction involving arynes, phosphites, alkynes. array were produced from both aryl aliphatic group-substituted acetylenes. This operationally simple is tolerant to many functional groups, affording various in moderate good yields. The synthetic utility alkynyl phosphinates afforded by this demonstrated elaboration products into phosphorus-containing compounds.

Language: Английский

Citations

6
Three-Component Coupling Reactions Involving Arynes, Phosphites, and Aldehydes toward 3-Mono-Substituted Benzoxaphosphole 1-Oxides DOI

Han Byeol Kim,

Hee Jin Jeong,

Jae Eun Jung

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(13), P. 8465 - 8479

Published: May 24, 2023

A mild, efficient, and transition-metal-free three-component coupling reaction involving arynes, phosphites, aldehydes was established to afford 3-mono-substituted benzoxaphosphole 1-oxides. range of 1-oxides obtained from both aryl- aliphatic-substituted in moderate good yields. Moreover, the synthetic utility demonstrated by a Gram-scale transformation products into various P-containing bicycles.

Language: Английский

Citations

3
Synthesis of phosphonate-containing compounds DOI
Rahimeh Hajinasiri

Tetrahedron, Journal Year: 2023, Volume and Issue: 149, P. 133708 - 133708

Published: Oct. 27, 2023

Language: Английский

Citations

2
Assembly of Phospha‐Xanthenes from Functionalized Organophosphines and Arynes through a Formal (4+2) Annulation‐Inspired Cascade DOI

Lijie Gu,

Congcong Zhang, Zhanwei Bu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(22), P. 3849 - 3854

Published: Oct. 18, 2023

Abstract Herein, we report an approach to phospha‐xanthenes from ortho ‐chalcone based organophosphines and arynes. These reactions proceeded through a sequential process consisting of formal [4+2] cycloaddition, arylation, P−OH formation P−C bond cleavage. A gram‐scale preparation chemical conversion were performed demonstrate the synthetic utility this method. Also, possible mechanism was proposed on control experiments.

Language: Английский

Citations

1
Synthetic Strategies toward Ortho-3-propanoate Substituted Aryl Phosphonates by Three-Component Coupling Reactions of Arynes, Phosphites, and Acrylates DOI
Donghwa Shin, Soomin Kim, Duck‐Hyung Lee

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(11), P. 8035 - 8040

Published: May 28, 2024

Mild, metal-free, and operationally simple three-component coupling reactions involving arynes, phosphites, acrylates have been achieved. The reaction proceeded well with α- or β-substituted acrylates. Additionally, various functional groups were tolerated under these conditions, resulting in diverse

Language: Английский

Citations

0