TEMPO-Mediated Electrochemical α-Allylation of Tetrahydroisoquinolines DOI

Youliang He,

Zhen‐Hua Wang,

Huilin Liu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 25, 2025

A C(sp3)-H allylation of tetrahydroisoquinolines has been developed by combining Shono oxidation with a vinylogous Mannich-type reaction. TEMPO was used as the electrocatalyst to lower electrode potential, improving functional group compatibility. This method provided practical and efficient tandem procedure for α-allylation tetrahydroisoquinolines. The reaction proceeded through formation an iminium cation intermediate, which generated in situ anodic oxidation, followed nucleophilic addition 2-allylazaarenes.

Language: Английский

Throwing Light on Synthetic Molecular Photoelectrocatalysis (Part II): selected recent transformations of organic compounds and a future perspective in organic synthesis DOI Creative Commons
Erick Steven Patiño-Alonzo, José Manuel Ramos-Villaseñor, Julio Romero‐Ibañez

et al.

Current Opinion in Electrochemistry, Journal Year: 2025, Volume and Issue: unknown, P. 101674 - 101674

Published: Feb. 1, 2025

Language: Английский

Citations

0

Photoelectrochemistry-Promoted Ni-Catalyzed C–O Cross-Couplings DOI Creative Commons

Zhao‐Ran Liu,

Ye Wang, Cong Ma

et al.

Precision Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 10, 2025

Language: Английский

Citations

0

TEMPO-Mediated Electrochemical α-Allylation of Tetrahydroisoquinolines DOI

Youliang He,

Zhen‐Hua Wang,

Huilin Liu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 25, 2025

A C(sp3)-H allylation of tetrahydroisoquinolines has been developed by combining Shono oxidation with a vinylogous Mannich-type reaction. TEMPO was used as the electrocatalyst to lower electrode potential, improving functional group compatibility. This method provided practical and efficient tandem procedure for α-allylation tetrahydroisoquinolines. The reaction proceeded through formation an iminium cation intermediate, which generated in situ anodic oxidation, followed nucleophilic addition 2-allylazaarenes.

Language: Английский

Citations

0