Hydroxyl-Assisted and Co(III)-Catalyzed Redox-Neutral C–H Activation/Directing Group Migration of 2-Pyridones with Propargyl Alcohols: Synthesis of Tetrasubstituted Alkenes DOI

Yuelu Zhu,

Y.-C. Long,

Ming-Yang Yang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 11, 2024

This study provides a practical route to synthesize tetrasubstituted alkenes that involves Co(III)-catalyzed C-H bond activation and regioselective insertion of the alkyne, followed by chelation substrate hydroxyl Co migration pyridine group. Density functional theory studies revealed origin regioselectivity elucidated crucial role group for pyridine. The method can be conducted on gram scale, is compatible with wide range substrates, has high tolerance. To demonstrate its significance, was used late-stage modification Fasudil. Furthermore, synthetic significance demonstrated various derivatizations products, many which exhibit intriguing fluorescence characteristics.

Language: Английский

Cp*Co(III)-catalyzed ortho-alkylation/alkenylation of anilides DOI
Yongqi Yu, Jiajia Yu, Ying Li

et al.

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

Published: Jan. 1, 2025

A highly practical and efficient Cp*Co( iii )-catalyzed regioselective C–H alkylation/alkenylation of anilides with maleimides acrylates was developed, during which a weakly coordinating amide group functioned as the directing group.

Language: Английский

Citations

0
Electrochemical Esterification Reaction of Alkyne Aldehyde with Alcohols Mediated by Carbene and Iodine DOI Open Access

Kai‐Wei Chen,

Guo‐Ao Wang,

Fei‐Hu Cui

et al.

ChemCatChem, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 11, 2024

Abstract A new type of alkyne esterification was developed under electrochemical conditions using aldehydes and alcohol compounds as starting materials carbene iodine mediators. Through this method, external oxidants transition metals are excluded the bond is fully preserved. This approach compatible with a wide range substrates various functional groups provides green mild route for directly converting into esters.

Language: Английский

Citations

0
Hydroxyl-Assisted and Co(III)-Catalyzed Redox-Neutral C–H Activation/Directing Group Migration of 2-Pyridones with Propargyl Alcohols: Synthesis of Tetrasubstituted Alkenes DOI

Yuelu Zhu,

Y.-C. Long,

Ming-Yang Yang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 11, 2024

This study provides a practical route to synthesize tetrasubstituted alkenes that involves Co(III)-catalyzed C-H bond activation and regioselective insertion of the alkyne, followed by chelation substrate hydroxyl Co migration pyridine group. Density functional theory studies revealed origin regioselectivity elucidated crucial role group for pyridine. The method can be conducted on gram scale, is compatible with wide range substrates, has high tolerance. To demonstrate its significance, was used late-stage modification Fasudil. Furthermore, synthetic significance demonstrated various derivatizations products, many which exhibit intriguing fluorescence characteristics.

Language: Английский

Citations

0