Nickel-Catalyzed Stereoselective Synthesis of Dihydrobenzofuran Exocyclic Alkenyl Carboxylic Acids from CO<sub>2</sub>
An earth-abundant nickel-catalyzed Heck type cyclization/carboxylation of iodoarene-tethered propargyl ethers using CO<sub>2</sub> as the C<sub>1</sub> source was developed herein. This protocol affords a series of exocyclic alkenyl carboxylic acids bearing a dihydrobenzofuran scaffold with exclusive <i>syn</i>-selectivity. Gram-scale experiments demonstrate the scalability of this transformation, and the products undergo further functionalization through aromatization or esterification with eugenol, indicating potential application.
Authors
- Liang‐Nian He (ORCID: https://orcid.org/0000-0002-6067-5937)
- Wen‐Jun Xie (ORCID: https://orcid.org/0000-0002-5161-127X)
- Ming Zhang (ORCID: https://orcid.org/0000-0002-8901-7372)
- An‐Guo Wu
- Jie Ding (ORCID: https://orcid.org/0009-0008-3104-3034)
- Hongru Li (ORCID: https://orcid.org/0000-0002-4916-2815)
- Li-Feng Xu
Institutions
- Nankai University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-10-08
- DOI
- https://doi.org/10.1021/acs.orglett.5c03063
- Primary Topic
- Carbon dioxide utilization in catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00