Work

Acyl-oxyallenes as α,β-unsaturated ketone surrogates for Giese radical addition

Year: 2025

Type: article

Abstract: precursors to α,β-unsaturated ketones, enabling efficient coupling with 2-azaallyl radicals. This metal-free method delivers a wide range of γ-amino ketones in high yields with broad functional group tolerance, mild conditions, and scalability to gram quantities. Mechanistic studies, including radical trapping and isotopic labeling, support a pathway involving radical addition of the 2-azaallyl radical to transient enone intermediates. These findings establish a new reactivity mode of oxyallenes in radical chemistry and provide an efficient route to synthetically and pharmaceutically valuable amino ketones.

Source: Chemical Science

DOI: 10.1039/d5sc08002a

Authors: Jiarong Jin, Xin Li, Yicheng Luo, Jianfu Chen, Wenjun Tang, Kang Du

Institutions: University of Chinese Academy of Sciences, East China University of Science and Technology, Chinese Academy of Sciences, Shanghai Institute of Organic Chemistry

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

Funders: National Natural Science Foundation of China, University of Chinese Academy of Sciences, National Key Research and Development Program of China