Direct Diazoarylation of [1.1.1]Propellane with Arenediazonium Salts: A Modular Assembly of Arylated Diazo Bicyclo[1.1.1]pentanes
A mild and concise diazoarylation of [1.1.1]propellane is described, which provides a modular approach to arylated diazo bicyclopentanes (BCPs). This reaction proceeds smoothly under basic conditions without requiring other additives or catalysts. The substrate scope shows that various electron-withdrawing and electron-donating groups are tolerated, and the subsequent modifications provide a novel avenue for assembling arylamino-BCP analogs.
Authors
- Bei‐Yi Cheng
- Shuli Wang (ORCID: https://orcid.org/0000-0002-4798-185X)
- Guodong Zhang (ORCID: https://orcid.org/0000-0003-4487-1820)
- Duo Zhang
- Shuwei Zhang (ORCID: https://orcid.org/0000-0002-1879-9063)
- Bingxin Xu
- Burkhard König (ORCID: https://orcid.org/0000-0002-6131-4850)
- Kaiping Wang
- H. R. Nan
Institutions
- Guangxi University of Science and Technology (CN)
- University of Regensburg (DE)
- Yangzhou University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-09-23
- DOI
- https://doi.org/10.1021/acs.orglett.4c03316
- Citations
- 3
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- Natural Science Foundation of Jiangsu Province
- Specific Research Project of Guangxi for Research Bases and Talents