Synthesis of Spirocyclic Phthalans via Ru-Catalyzed [2 + 2 + 2] Cycloaddition of 1,6-Diynes with Ex-Situ Generated Acetylene DOI
Yoshihiko Yamamoto,

Kenichi Yoshimura,

Takeshi Yasui

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 15, 2025

Spirocyclic motifs are attracting increasing attention owing to their three-dimensional geometries that endow bioactive molecules with superior physical and biological properties. We developed an efficient method for constructing spirocyclic phthalans via the Ru-catalyzed [2 + 2 2] cycloaddition of cycloalkanone-derived 1,6-diynes acetylene gas ex-situ-generated from calcium carbide H2O.

Language: Английский

Electrochemical Three-Component C–H Functionalization of Indoles with Sodium Bisulfite and Alcohols to Access Indole-Containing Sulfonate Esters DOI
Wei Zhou, Peng Chen, Xiaoqing Xie

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 4, 2025

Herein, an efficient electrochemical three-component C-H functionalization of indoles with sodium bisulfite and alcohols is described, providing a sustainable convenient synthetic route for the construction structurally valuable indole-containing sulfonate esters in moderate to good yields. This protocol proceeds undivided cell without any metal catalysts or oxidants, features broad substrate scope, has excellent functional group tolerance. Preliminary mechanistic studies suggest that radical-radical pathway may be involved this reaction system.

Language: Английский

Citations

0

Synthesis of Spirocyclic Phthalans via Ru-Catalyzed [2 + 2 + 2] Cycloaddition of 1,6-Diynes with Ex-Situ Generated Acetylene DOI
Yoshihiko Yamamoto,

Kenichi Yoshimura,

Takeshi Yasui

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 15, 2025

Spirocyclic motifs are attracting increasing attention owing to their three-dimensional geometries that endow bioactive molecules with superior physical and biological properties. We developed an efficient method for constructing spirocyclic phthalans via the Ru-catalyzed [2 + 2 2] cycloaddition of cycloalkanone-derived 1,6-diynes acetylene gas ex-situ-generated from calcium carbide H2O.

Language: Английский

Citations

0