Work

All About the Base: Electrochemical Isomerization of Terminal Propargyl Compounds toward the Synthesis of Allenes and Phenols

Year: 2026

Type: article

Abstract: Herein we present a mild, efficient, and selective electrochemical method for terminal allene synthesis through isomerization of propargyl compounds. We postulate that the process occurs through in situ electrochemical generation of a strong base. The proposed mechanism is supported by calculations; the reaction thermodynamics together with other computed parameters, combined with kinetic model sensitivity analysis, clarifies the role of the applied current in controlling the reaction pathway. The electrochemical pathway allows for the selective synthesis of not only allenes but also phenols.

Source: Organic Letters

DOI: 10.1021/acs.orglett.6c01122

Authors: Krzysztof Grudzień, Ireneusz Tomczyk, Natalia Kominek, Katarzyna Rybicka-Jasińska

Institutions: Institute of Organic Chemistry, Polish Academy of Sciences

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funder: Fundacja na rzecz Nauki Polskiej