Rhenium-Catalyzed C(sp<sup>2</sup>)–H Silylalkenylation of Arenes: An Anti-Markovnikov Linchpin Strategy
Re-catalyzed highly regio- and stereoselective <i>o</i>-C(sp<sup>2</sup>)-H silylalkenylation of arenes is reported using a directing group approach under ligand-, additive-, and base-free conditions. A series of imine directing groups (DGs) have been exploited on aromatic aldehydes to overcome <i>de novo</i> synthesis. This unique protocol allows us to access <i>o</i>-C-H activation of various heterocyclic moieties, including <i>N</i>-aryl 2-pyridones and arylpyridines. Sequential difunctionalization experiments have been performed. A series of mechanistic experiments have been carried out to gain mechanistic insight.
Authors
- Annapurna Awasthi
- Dharmendra Kumar Tiwari (ORCID: https://orcid.org/0000-0002-0978-4177)
- Suman Bhowmick (ORCID: https://orcid.org/0000-0002-1662-2168)
- Pushpendra Yadav
- Khushboo Tiwari
Institutions
- Sanjay Gandhi Post Graduate Institute of Medical Sciences (IN)
- Shanghai Institute for Science of Science (CN)
- Human Resource Development Center (BG)
- Banaras Hindu University (IN)
- Academy of Scientific and Innovative Research (IN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-02-28
- DOI
- https://doi.org/10.1021/acs.orglett.4c04228
- Citations
- 2
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- Department of Science and Technology, Ministry of Science and Technology, India
- Council of Scientific and Industrial Research, India
- University Grants Commission