Photoredox-Catalyzed Radical Hydroalkylation of Azobenzenes with Alkylboronic Acids DOI

Jiangjiang Li,

Hongyan Zhou,

Shouying Mei

et al.

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

Published: April 18, 2025

The facile synthesis of N-alkyl-N,N'-diarylhydrazines has been a long-standing challenge. Here, we report photoredox-catalyzed hydroalkylation azobenzenes with alkylboronic acids, which successfully affords diverse N-alkyl-N,N'-diarylhydrazines. With an acridinium salt as the photocatalyst and upon visible light irradiation, broad range acids reacted smoothly in presence Lewis base at ambient temperature. Mechanistic studies revealed that reaction proceeds via generation alkyl radicals is facilitated by photoredox catalysis.

Language: Английский

Advances and perspectives on photochemical/electrochemical synthesis of nitrogen, sulfur, and phosphorus heteroatom containing compounds from biomass-based feedstocks DOI

Hanjing Tian,

Anping Wang, Pan Hu

et al.

Industrial Crops and Products, Journal Year: 2024, Volume and Issue: 222, P. 119738 - 119738

Published: Sept. 27, 2024

Language: Английский

Citations

4
Decatungstate-Photocatalyzed Hydroamidomethylation of Azobenzenes with N,N-Dimethylamides DOI
Jingya Yang,

Cunhui Wang,

Yating Han

et al.

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

Published: Nov. 19, 2024

A photocatalytic hydroamidomethylation of azobenzenes with N,N-dimethylamides has been developed. Using tetrabutylammonium decatungstate (TBADT) as a photocatalyst, an array and reacted smoothly under visible light irradiation, affording previously unreported N-amidomethyl-N,N′-diarylhydrazines in generally high yields. Mechanistic studies indicate that the reaction is enabled by TBADT-mediated hydrogen atom transfer (HAT) photocatalysis. This work fundamentally different from reported N,N-dimethylformamide azobenzenes.

Language: Английский

Citations

4
Photocatalytic Oxidative Hydroacylation with Alcohols DOI

Sabhya Sandha,

Chandra Bhushan Tripathi

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A photocatalytic oxidative hydroacylation with alcohols for C–N and C–C bond formation is reported.

Language: Английский

Citations

0
Photoredox-Catalyzed Radical Hydroalkylation of Azobenzenes with Alkylboronic Acids DOI

Jiangjiang Li,

Hongyan Zhou,

Shouying Mei

et al.

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

Published: April 18, 2025

The facile synthesis of N-alkyl-N,N'-diarylhydrazines has been a long-standing challenge. Here, we report photoredox-catalyzed hydroalkylation azobenzenes with alkylboronic acids, which successfully affords diverse N-alkyl-N,N'-diarylhydrazines. With an acridinium salt as the photocatalyst and upon visible light irradiation, broad range acids reacted smoothly in presence Lewis base at ambient temperature. Mechanistic studies revealed that reaction proceeds via generation alkyl radicals is facilitated by photoredox catalysis.

Language: Английский

Citations

0