Rapid access to azetidines <i>via</i> allylation of azabicyclo[1.1.0]butanes by dual copper/photoredox catalysis
Recently, the strain-release-driven synthesis of N<sub>1</sub>/C<sub>3</sub> functionalized azetidines from azabicyclo[1.1.0]butanes has generated significant interest in the fields of medicinal and synthetic chemistry. This paper presents a mild and efficient dual copper/photoredox-catalyzed multi-component allylation of azabicyclo[1.1.0]butanes using a radical-relay strategy. This strategy enables the synthesis of C3 quaternary center-containing azetidines <i>via</i> a radical relay mechanism with a high yield of 91%. The method's utility is highlighted by late-stage derivatization of bioactive molecules, demonstrating exceptional functional group compatibility.
Authors
- Yongfa Zhu (ORCID: https://orcid.org/0000-0001-8528-509X)
- Lei Shi (ORCID: https://orcid.org/0000-0002-2644-1168)
- Er‐Jun Hao (ORCID: https://orcid.org/0000-0001-5821-8465)
- Jing‐Ran Shan (ORCID: https://orcid.org/0009-0007-7968-7595)
- Yunhe Jin (ORCID: https://orcid.org/0000-0003-0626-4587)
- Liwen Liu (ORCID: https://orcid.org/0000-0001-9838-5727)
- Xuehan Qi
- Xiao Feng
- Renxu Cao
Institutions
- University of California, Los Angeles (US)
- Dalian University of Technology (CN)
- Dalian University (CN)
- Henan Normal University (CN)
Publication Details
- Journal
- Chemical Communications
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5cc00232j
- Citations
- 11
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 10.30