Work

One-Pot Sequential Alcohol Activation and Nickel-Catalyzed Cross-Electrophile Coupling with Chlorosilanes

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide A formal deoxygenative silylation of primary alcohols is reported. The one-pot procedure consists of an in situ bromination of the alcohol and a subsequent nickel-catalyzed cross-electrophile coupling of the formed alkyl bromide and various vinyl-substituted chlorosilanes. The key to success is the compatibility of the nickel catalysis as well as the chlorosilane electrophile with the byproducts of the preceding bromination step, especially with triphenylphosphine oxide likely acting as a weak ligand for the excess nickel catalyst used.

Source: Organic Letters

DOI: 10.1021/acs.orglett.5c00830

Authors: Xiaojie Liu, Biping Xu, Martin Oestreich

Institution: Technische Universität Berlin

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Deutsche Forschungsgemeinschaft, China Scholarship Council, Einstein Stiftung Berlin