Copper-Catalyzed Cross-Coupling of Bicyclobutanes with Triftosylhydrazone Leading to Skipped Dienes
Here, we report a protocol for the synthesis of skipped dienes through the cross-coupling of bicyclo[1.1.0]butanes with trifluoromethyl triftosylhydrazones. The reaction is run using Tp<sup>Br3</sup>Cu(NCMe) as a catalyst to give access to a library of trifluoromethylated skipped dienes (32 examples, ≤98% yield) with excellent <i>E</i>/<i>Z</i> selectivity under mild and operationally safe conditions. The presented methods proved to be compatible with various functionalized bicyclo[1.1.0]butanes and triftosylhydrazones.
Authors
- Xihe Bi (ORCID: https://orcid.org/0000-0002-6694-6742)
- Zhaohong Liu (ORCID: https://orcid.org/0000-0001-9951-8675)
- Tian Tian (ORCID: https://orcid.org/0000-0001-9397-8179)
- Karunanidhi Murali
- Xiaolong Zhang (ORCID: https://orcid.org/0009-0008-4016-7362)
Institutions
- Northeast Normal University (CN)
- Nankai University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-05
- DOI
- https://doi.org/10.1021/acs.orglett.4c04519
- Citations
- 18
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 16.85
Funders
- National Natural Science Foundation of China
- Jilin Scientific and Technological Development Program