Photoredox Radical Truce–Smiles Rearrangement of N-Sulfinyl Acrylamides with Bromodifluoroacetamides DOI
Lin Tian, Pu Chen, Xiaochen Ji

et al.

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

Published: Dec. 18, 2024

We herein report a photochemical Truce–Smiles rearrangement reaction of N-sulfinyl acrylamides with bromodifluoroacetamides resulting in the synthesis series aryl difluoroglutaramides moderate to good yields. The asymmetric using chiral sulfinamides produced quaternary carbon-centered glutaramide products modest enantioselectivity. This protocol effectively complements previous methods involving N-sulfonyl acrylamides.

Language: Английский

Electrochemical Oxidation of Benzyl Alcohols via Hydrogen Atom Transfer Mediated by 2,2,2-Trifluoroethanol DOI
Takahiro Kawajiri, Masahiro Hosoya,

Satoshi Goda

et al.

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

Published: April 29, 2025

We report a novel electrochemical oxidation of benzyl alcohols. found that trifluoroethanol plays role as hydrogen atom transfer (HAT) mediator, enabling the electron-deficient substrates are difficult to directly oxidize on electrode surfaces. Density functional theory calculations, cyclic voltammetry measurements, and constant potential electrolysis studies supported proposed HAT mechanism. Moreover, obtained carbonyl compounds could be functionalized in an one-pot manner, further highlighting their synthetic utility.

Language: Английский

Citations

0

Photoredox Radical Truce–Smiles Rearrangement of N-Sulfinyl Acrylamides with Bromodifluoroacetamides DOI
Lin Tian, Pu Chen, Xiaochen Ji

et al.

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

Published: Dec. 18, 2024

We herein report a photochemical Truce–Smiles rearrangement reaction of N-sulfinyl acrylamides with bromodifluoroacetamides resulting in the synthesis series aryl difluoroglutaramides moderate to good yields. The asymmetric using chiral sulfinamides produced quaternary carbon-centered glutaramide products modest enantioselectivity. This protocol effectively complements previous methods involving N-sulfonyl acrylamides.

Language: Английский

Citations

0