Site-Specific Radical Alkylation of Aryl Cyanide: Visible-Light, Photoredox-Catalyzed, Three-Component Arylalkylation of [1.1.1]Propellane
We report herein a three-component radical arylalkylation of [1.1.1]propellane toward the synthesis of aryl-substituted bicyclo[1.1.1]pentane derivatives. The use of electron-deficient aryl cyanide as an aryl group source not only reduces the energy barrier of the arylation of the nucleophilic alkyl radical species, but also suppresses the electrophilic Friedel-Crafts alkylation process, enabling the present site-selective arylalkylation.
Authors
- Shaoqun Zhu (ORCID: https://orcid.org/0000-0003-2639-4098)
- Xiaoyun Chen (ORCID: https://orcid.org/0000-0002-3973-7726)
- Qiu Sun (ORCID: https://orcid.org/0000-0003-3345-3391)
- Hong Hou (ORCID: https://orcid.org/0000-0002-9103-9888)
- Huaguang Yu (ORCID: https://orcid.org/0000-0002-5744-947X)
- Ying Han (ORCID: https://orcid.org/0000-0002-2424-5163)
- Shengkun Guo
- Chengjun Chen
- Xiaoyu Shen (ORCID: https://orcid.org/0009-0007-6963-9979)
Institutions
- Jianghan University (CN)
- Jiangsu University of Science and Technology (CN)
- Yangzhou University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-09-04
- DOI
- https://doi.org/10.1021/acs.orglett.4c02969
- Citations
- 8
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 2.00
Funders
- National Natural Science Foundation of China