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Palladium-Catalyzed Regio- and Stereoselective C–H Alkynylation of Conjugated Dienols

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide The regioselective activation of alkenyl C–H bonds in conjugated dienols presents significant challenges due to the presence of multiple similarly reactive sites. In this study, we developed a palladium-catalyzed alkynylation method that is both regio- and stereoselective for the activation of internal alkenyl C–H bonds. This approach provides an efficient and versatile strategy for synthesizing dienyne derivatives with precise Z and E configurations. Stereocontrol is achieved through the introduction of acetate salts, which effectively modulate the reaction pathway, allowing for selective outcomes via either a C–H activation process or a Heck coupling mechanism. This innovative strategy not only enhances the specificity of the synthesis but also broadens the potential applications of the resulting dienyne derivatives in various fields.

Source: JACS Au

DOI: 10.1021/jacsau.5c01417

Authors: Meng-Wei Yang, Huan-Xuan Lu, Jun-Wei Zhang, Yun-He Xu

Institution: University of Science and Technology of China

Language: English

Topic: Catalytic C–H Functionalization Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $3,500

Funders: National Natural Science Foundation of China, Chinese Academy of Sciences, University of Science and Technology of China, Major Science and Technology Projects in Anhui Province