Work

Hydrogen Bond Promoted Carbonylative Lactonization of Alkenes

Year: 2025

Type: article

Abstract: The formation of complexed molecules through intramolecular hydrogen bond to facilitate chemical reactions is an applicable strategy in organic synthesis. Among the lactones, γ-butyrolactones is a class of biologically active and important structures. In this work, a series of γ-butyrolactones were synthesised in a green and efficient manner by carbonylation of alkenes. This reaction is also applicable to the synthesis of lactones containing natural product modules. The formation of an intramolecular hydrogen bond between the pyridine group and the hydroxyl group is imperative for enhancing the nucleophilicity of the large steric alcohol, which are challenge to lactonize. The existence of intramolecular hydrogen bond was proven with the aid of FT-IR and NMR characterisation.

Source: Chemistry - A European Journal

DOI: 10.1002/chem.202500487

Authors: Xin Qi, Yuanrui Wang, Xiao‐Feng Wu

Institutions: Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian National Laboratory for Clean Energy, University of Chinese Academy of Sciences, Leibniz Institute for Catalysis

Language: English

Topic: Carbon dioxide utilization in catalysis

Subfield: Process Chemistry and Technology

Field: Chemical Engineering

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,640

Funder: National Key Research and Development Program of China