Photocatalytic Alkene-Migrative Chain Elongation of 2-Phosphinostyrenes with Aldehydes DOI

Haruna Mori,

Ayaka Sakurada,

Masaya Sawamura

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 28, 2024

The photocatalytic alkene-migrative chain elongation reaction of 2-phosphinostyrenes with aldehydes under mild conditions in response to blue light was demonstrated. A broad range aldehydes, both aliphatic and aromatic, participated this afford alkene-phosphine oxides a Z-selective manner. Mechanistic experiments suggested the formation benzophospholene-based ylide intermediates via cyclization phosphinostyrenes followed by solvent-mediated proton transfer base-free conditions.

Language: Английский

Electron-Donor-Mediated Divergent Transformation of Br–RF via EDA Complex for the Synthesis of Fluorine-Containing Oxindoles and Amides DOI
Shupeng Zhang,

Jin-Xin Lan,

Mei-Ling Yang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(46), P. 9990 - 9995

Published: Nov. 11, 2024

We have developed an unprecedented electron-donor-controlled divergent reaction between

Language: Английский

Citations

4
Photoinduced Single Electron Reduction of the 4‐O‐5 Linkage in Lignin Models for C‐P Coupling Catalyzed by Bifunctional N‐Heterocyclic Carbenes DOI Creative Commons
Qiang Liu,

Ying‐Zheng Ren,

Bei‐Bei Zhang

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 11(38)

Published: Aug. 5, 2024

Abstract Catalytic activation of C aryl ‐O bonds is considered as a powerful strategy for the production aromatics from lignin. However, due to high reduction potentials diaryl ether 4‐O‐5 linkage models, their single electron remains daunting challenge. This study presents blue light‐induced bifunctional N‐heterocyclic carbene (NHC)‐catalyzed one‐electron models synthesis trivalent phosphines. The H‐bond between newly devised NHC and ethers responsible success transfer. Furthermore, this approach demonstrates selective unsymmetric ethers, oligomeric phenylene oxide, lignin model.

Language: Английский

Citations

3
Thianthrenation-Promoted Photoinduced Alkene Difunctionalization and Aryl Allylation with Morita-Baylis-Hillman Adducts DOI
Biplab Mondal, Ayan Chatterjee, Nitis Chandra Saha

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

An organophotoredox-catalyzed alkoxyallylation of feed-stock olefins, through thianthrenation using a Morita–Baylis–Hillman adduct as an allylating agent, is described.

Language: Английский

Citations

2
Photocatalytic Alkene-Migrative Chain Elongation of 2-Phosphinostyrenes with Aldehydes DOI

Haruna Mori,

Ayaka Sakurada,

Masaya Sawamura

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 28, 2024

The photocatalytic alkene-migrative chain elongation reaction of 2-phosphinostyrenes with aldehydes under mild conditions in response to blue light was demonstrated. A broad range aldehydes, both aliphatic and aromatic, participated this afford alkene-phosphine oxides a Z-selective manner. Mechanistic experiments suggested the formation benzophospholene-based ylide intermediates via cyclization phosphinostyrenes followed by solvent-mediated proton transfer base-free conditions.

Language: Английский

Citations

0